CompChem-Database: compound details

CompChem-Database: details for selected entry

DB11808 (9525)

Formula C₄₀H₄₉BrN₆O₉S

MW 869.83

InChIKey LLGDPTDZOVKFDU-MFAJSWQJNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 106

Number_Heavy_Atoms 57

Number_Rings 6

Number_Bonds 111

Rotat_Bonds 20

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 15

HB_Donor 4

HB_Acceptor 8

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 15

Lipinski_Violations 3

XLogP3 0

XLogP 5.05

logP 7.0939

PSA 226.62

MR 222.438

ABS 0.17

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -263.41263

PM7_Total_Energy_ev -9747.77839

PM7_Electronic_Energy_ev -119825.61999

PM7_Dipole_Debye 3.91022

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.753

PM7_LUMO_Energy_ev -1.349

PM7_COSMO_Area_square_ang 755.63

PM7_COSMO_Volue_cubic_ang 987.1

PM7_Electron_Affinity_ev 1.349

PM7_Ionization_Energy_ev 8.753

PM7_Energy_Gap_ev 7.404

PM7_Global_Hardness_ev 3.702

PM7_Global_Softness_ev 0.2701242571582928

PM7_Chemical_Potential_ev -5.051

PM7_Electronigativity_ev 5.051

PM7_Back_Donation_Energy_ev -0.9255

PM7_Electrophilicity_ev 3.445786196650459

OPENEYE_Name (1~{R},2~{S})-1-[[(2~{S},4~{R})-4-[[8-bromo-7-methoxy-2-[2-(2-methylpropanoylamino)thiazol-4-yl]-4-quinolyl]oxy]-1-[(2~{S})-2-(cyclopentoxycarbonylamino)-3,3-dimethyl-butanoyl]pyrrolidine-2-carbonyl]amino]-2-vinyl-cyclopropanecarboxylic acid

SMILES c1cc(c(c2c1c(cc(n2)c3csc(n3)NC(=O)C(C)C)OC4CC(N(C4)C(=O)C(C(C)(C)C)NC(=O)OC5CCCC5)C(=O)NC6(CC6C=C)C(=O)O)Br)OC

Canonical_SMILES C=C[C@@H]1C[C@]1(NC(=O)[C@@H]1C[C@H](CN1C(=O)[C@H](C(C)(C)C)NC(=O)OC1CCCC1)Oc1cc(nc2c1ccc(c2Br)OC)c1csc(n1)NC(=O)C(C)C)C(=O)O

InChI 1/C40H49BrN6O9S/c1-8-21-17-40(21,36(51)52)46-34(49)27-15-23(18-47(27)35(50)32(39(4,5)6)44-38(53)56-22-11-9-10-12-22)55-29-16-25(26-19-57-37(43-26)45-33(48)20(2)3)42-31-24(29)13-14-28(54-7)30(31)41/h8,13-14,16,19-23,27,32H,1,9-12,15,17-18H2,2-7H3,(H,44,53)(H,46,49)(H,51,52)(H,43,45,48)/f/h44-46,51H

InChI_3D 1S/C40H49BrN6O9S/c1-8-21-17-40(21,36(51)52)46-34(49)27-15-23(18-47(27)35(50)32(39(4,5)6)44-38(53)56-22-11-9-10-12-22)55-29-16-25(26-19-57-37(43-26)45-33(48)20(2)3)42-31-24(29)13-14-28(54-7)30(31)41/h8,13-14,16,19-23,27,32H,1,9-12,15,17-18H2,2-7H3,(H,44,53)(H,46,49)(H,51,52)(H,43,45,48)/t21-,23-,27+,32-,40-/m1/s1

AuxInfo 1/1/N:13,32,33,34,35,36,37,14,20,21,22,23,1,2,25,3,24,26,4,39,27,29,30,5,10,11,28,7,8,9,6,38,18,15,17,16,12,19,40,31,57,41,42,46,44,45,43,50,47,49,48,52,51,54,53,55,56/E:(2,3)(4,5,6)(9,10)(11,12)(51,52)/F:13,32,33,34,35,36,37,14,20,21,22,23,1,2,25,3,24,26,4,39,27,29,30,5,10,11,28,7,8,9,6,38,18,15,17,16,12,19,40,31,57,41,42,46,44,45,43,50,47,49,52,48,51,54,53,55,56/E:(2,3)(4,5,6)(9,10)(11,12)/rA:106cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNNOOOOOOOOOSBrHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1;d5;s2;d3s5;s6d7;s3;d4s10;;;d13;;;;;;;s20;s20;s21;;;;s14s24;s15s25;s22s23;s25s26;s16s24s27;;;;;;;s17;s18s32s33;s34s35s36s38;s6d10;s11d12;s17s26s28;s12s18;s15s31;s19s38;d15;d16;d17;d18;d19;s16;s8s30;s7s37;s19s29;s4s12;s9;s1;s2;s3;s4;s13;s13;s14;s20;s20;s21;s21;s22;s22;s23;s23;s24;s24;s25;s25;s26;s26;s27;s28;s29;s30;s32;s32;s32;s33;s33;s33;s34;s34;s34;s35;s35;s35;s36;s36;s36;s37;s37;s37;s38;s39;s44;s45;s46;s52;/rC:.8707,-.4993,0;;3.4805,-.0073,0;4.4646,2.4906,0;1.7371,0,0;1.7414,1.0089,0;0,1.0089,0;2.6039,-.5053,0;.8707,1.5185,0;3.4848,1.0014,0;4.3535,1.4968,0;5.9416,1.8259,0;11.0414,-2.8776,0;10.072,-2.632,0;6.1474,-3.1483,0;8.7447,-4.7473,0;2.9098,-5.2949,0;7.5276,2.522,0;3.087,-6.7905,0;5.2877,-9.8971,0;6.1571,-9.3998,0;4.5447,-9.2257,0;5.9504,-8.4169,0;8.5479,-2.786,0;4.4128,-2.3234,0;2.8677,-2.8166,0;9.3746,-3.3486,0;4.4062,-3.3233,0;4.9555,-8.3139,0;3.4615,-2.0101,0;8.4728,-3.785,0;8.6314,3.4061,0;8.4117,1.4182,0;-.0262,-5.9115,0;1.158,-6.6846,0;.747,-4.7273,0;-.8705,2.5063,0;1.9311,-5.5005,0;8.5216,2.4121,0;.9525,-5.706,0;2.6125,1.5125,0;5.2667,1.0858,0;3.4546,-3.6319,0;6.9355,1.7161,0;6.7315,-3.96,0;2.1367,-6.4791,0;6.5583,-2.2366,0;9.7141,-4.993,0;3.5771,-6.0397,0;7.1257,3.4377,0;3.8317,-6.1231,0;8.0473,-5.464,0;2.5983,-1.5053,0;-.8675,1.5063,0;3.2925,-7.7691,0;5.4431,2.698,0;.8707,2.5185,0;.8712,-.9993,0;-.4326,-.2506,0;3.9121,-.2597,0;4.0943,2.8265,0;11.3901,-2.5193,0;11.1774,-3.3588,0;9.9361,-2.1508,0;5.5802,-10.3026,0;4.9152,-10.2307,0;6.6331,-9.2467,0;6.3589,-9.8573,0;4.2497,-9.6294,0;4.1126,-8.9741,0;5.9503,-7.9169,0;6.4478,-8.3651,0;8.7534,-2.3301,0;8.0634,-2.6626,0;4.5191,-1.8348,0;4.9098,-2.3785,0;2.4944,-3.1493,0;2.498,-2.4799,0;9.6671,-3.7542,0;4.5089,-3.8126,0;5.0597,-7.8249,0;3.6671,-1.5543,0;8.1344,3.461,0;9.1284,3.3512,0;8.6863,3.9031,0;8.9087,1.3633,0;7.9147,1.4731,0;8.3568,.9212,0;-.1289,-5.4222,0;.0766,-6.4008,0;-.5155,-6.0143,0;.6687,-6.7874,0;1.6473,-6.5819,0;1.2608,-7.174,0;1.2363,-4.6246,0;.2576,-4.8301,0;.6442,-4.238,0;-.3705,2.5078,0;-1.3705,2.5048,0;-.8719,3.0063,0;1.8284,-5.0111,0;9.0185,2.3572,0;7.1364,1.2582,0;6.5261,-4.4158,0;1.7643,-6.8128,0;8.1832,-5.9452,0;

Duplicates DB11808

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11808.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11808.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11808.sdf

Formula	C₄₀H₄₉BrN₆O₉S
MW	869.83
InChIKey	LLGDPTDZOVKFDU-MFAJSWQJNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	106
Number_Heavy_Atoms	57
Number_Rings	6
Number_Bonds	111
Rotat_Bonds	20
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	15
HB_Donor	4
HB_Acceptor	8
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	15
Lipinski_Violations	3
XLogP3	0
XLogP	5.05
logP	7.0939
PSA	226.62
MR	222.438
ABS	0.17
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-263.41263
PM7_Total_Energy_ev	-9747.77839
PM7_Electronic_Energy_ev	-119825.61999
PM7_Dipole_Debye	3.91022
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.753
PM7_LUMO_Energy_ev	-1.349
PM7_COSMO_Area_square_ang	755.63
PM7_COSMO_Volue_cubic_ang	987.1
PM7_Electron_Affinity_ev	1.349
PM7_Ionization_Energy_ev	8.753
PM7_Energy_Gap_ev	7.404
PM7_Global_Hardness_ev	3.702
PM7_Global_Softness_ev	0.2701242571582928
PM7_Chemical_Potential_ev	-5.051
PM7_Electronigativity_ev	5.051
PM7_Back_Donation_Energy_ev	-0.9255
PM7_Electrophilicity_ev	3.445786196650459
OPENEYE_Name	(1~{R},2~{S})-1-[[(2~{S},4~{R})-4-[[8-bromo-7-methoxy-2-[2-(2-methylpropanoylamino)thiazol-4-yl]-4-quinolyl]oxy]-1-[(2~{S})-2-(cyclopentoxycarbonylamino)-3,3-dimethyl-butanoyl]pyrrolidine-2-carbonyl]amino]-2-vinyl-cyclopropanecarboxylic acid
SMILES	c1cc(c(c2c1c(cc(n2)c3csc(n3)NC(=O)C(C)C)OC4CC(N(C4)C(=O)C(C(C)(C)C)NC(=O)OC5CCCC5)C(=O)NC6(CC6C=C)C(=O)O)Br)OC
Canonical_SMILES	C=C[C@@H]1C[C@]1(NC(=O)[C@@H]1C[C@H](CN1C(=O)[C@H](C(C)(C)C)NC(=O)OC1CCCC1)Oc1cc(nc2c1ccc(c2Br)OC)c1csc(n1)NC(=O)C(C)C)C(=O)O
InChI	1/C40H49BrN6O9S/c1-8-21-17-40(21,36(51)52)46-34(49)27-15-23(18-47(27)35(50)32(39(4,5)6)44-38(53)56-22-11-9-10-12-22)55-29-16-25(26-19-57-37(43-26)45-33(48)20(2)3)42-31-24(29)13-14-28(54-7)30(31)41/h8,13-14,16,19-23,27,32H,1,9-12,15,17-18H2,2-7H3,(H,44,53)(H,46,49)(H,51,52)(H,43,45,48)/f/h44-46,51H
InChI_3D	1S/C40H49BrN6O9S/c1-8-21-17-40(21,36(51)52)46-34(49)27-15-23(18-47(27)35(50)32(39(4,5)6)44-38(53)56-22-11-9-10-12-22)55-29-16-25(26-19-57-37(43-26)45-33(48)20(2)3)42-31-24(29)13-14-28(54-7)30(31)41/h8,13-14,16,19-23,27,32H,1,9-12,15,17-18H2,2-7H3,(H,44,53)(H,46,49)(H,51,52)(H,43,45,48)/t21-,23-,27+,32-,40-/m1/s1
AuxInfo	1/1/N:13,32,33,34,35,36,37,14,20,21,22,23,1,2,25,3,24,26,4,39,27,29,30,5,10,11,28,7,8,9,6,38,18,15,17,16,12,19,40,31,57,41,42,46,44,45,43,50,47,49,48,52,51,54,53,55,56/E:(2,3)(4,5,6)(9,10)(11,12)(51,52)/F:13,32,33,34,35,36,37,14,20,21,22,23,1,2,25,3,24,26,4,39,27,29,30,5,10,11,28,7,8,9,6,38,18,15,17,16,12,19,40,31,57,41,42,46,44,45,43,50,47,49,52,48,51,54,53,55,56/E:(2,3)(4,5,6)(9,10)(11,12)/rA:106cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNNOOOOOOOOOSBrHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1;d5;s2;d3s5;s6d7;s3;d4s10;;;d13;;;;;;;s20;s20;s21;;;;s14s24;s15s25;s22s23;s25s26;s16s24s27;;;;;;;s17;s18s32s33;s34s35s36s38;s6d10;s11d12;s17s26s28;s12s18;s15s31;s19s38;d15;d16;d17;d18;d19;s16;s8s30;s7s37;s19s29;s4s12;s9;s1;s2;s3;s4;s13;s13;s14;s20;s20;s21;s21;s22;s22;s23;s23;s24;s24;s25;s25;s26;s26;s27;s28;s29;s30;s32;s32;s32;s33;s33;s33;s34;s34;s34;s35;s35;s35;s36;s36;s36;s37;s37;s37;s38;s39;s44;s45;s46;s52;/rC:.8707,-.4993,0;;3.4805,-.0073,0;4.4646,2.4906,0;1.7371,0,0;1.7414,1.0089,0;0,1.0089,0;2.6039,-.5053,0;.8707,1.5185,0;3.4848,1.0014,0;4.3535,1.4968,0;5.9416,1.8259,0;11.0414,-2.8776,0;10.072,-2.632,0;6.1474,-3.1483,0;8.7447,-4.7473,0;2.9098,-5.2949,0;7.5276,2.522,0;3.087,-6.7905,0;5.2877,-9.8971,0;6.1571,-9.3998,0;4.5447,-9.2257,0;5.9504,-8.4169,0;8.5479,-2.786,0;4.4128,-2.3234,0;2.8677,-2.8166,0;9.3746,-3.3486,0;4.4062,-3.3233,0;4.9555,-8.3139,0;3.4615,-2.0101,0;8.4728,-3.785,0;8.6314,3.4061,0;8.4117,1.4182,0;-.0262,-5.9115,0;1.158,-6.6846,0;.747,-4.7273,0;-.8705,2.5063,0;1.9311,-5.5005,0;8.5216,2.4121,0;.9525,-5.706,0;2.6125,1.5125,0;5.2667,1.0858,0;3.4546,-3.6319,0;6.9355,1.7161,0;6.7315,-3.96,0;2.1367,-6.4791,0;6.5583,-2.2366,0;9.7141,-4.993,0;3.5771,-6.0397,0;7.1257,3.4377,0;3.8317,-6.1231,0;8.0473,-5.464,0;2.5983,-1.5053,0;-.8675,1.5063,0;3.2925,-7.7691,0;5.4431,2.698,0;.8707,2.5185,0;.8712,-.9993,0;-.4326,-.2506,0;3.9121,-.2597,0;4.0943,2.8265,0;11.3901,-2.5193,0;11.1774,-3.3588,0;9.9361,-2.1508,0;5.5802,-10.3026,0;4.9152,-10.2307,0;6.6331,-9.2467,0;6.3589,-9.8573,0;4.2497,-9.6294,0;4.1126,-8.9741,0;5.9503,-7.9169,0;6.4478,-8.3651,0;8.7534,-2.3301,0;8.0634,-2.6626,0;4.5191,-1.8348,0;4.9098,-2.3785,0;2.4944,-3.1493,0;2.498,-2.4799,0;9.6671,-3.7542,0;4.5089,-3.8126,0;5.0597,-7.8249,0;3.6671,-1.5543,0;8.1344,3.461,0;9.1284,3.3512,0;8.6863,3.9031,0;8.9087,1.3633,0;7.9147,1.4731,0;8.3568,.9212,0;-.1289,-5.4222,0;.0766,-6.4008,0;-.5155,-6.0143,0;.6687,-6.7874,0;1.6473,-6.5819,0;1.2608,-7.174,0;1.2363,-4.6246,0;.2576,-4.8301,0;.6442,-4.238,0;-.3705,2.5078,0;-1.3705,2.5048,0;-.8719,3.0063,0;1.8284,-5.0111,0;9.0185,2.3572,0;7.1364,1.2582,0;6.5261,-4.4158,0;1.7643,-6.8128,0;8.1832,-5.9452,0;
Duplicates	DB11808
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11808.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11808.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11808.sdf