CompChem-Database: compound details

CompChem-Database: details for selected entry

DB12120_s0_p0 (9856)

Formula C₂₈H₂₇N₅O₅

MW 513.55

InChIKey TUWMKPVJGGWGNL-JGWKKDBWNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 65

Number_Heavy_Atoms 38

Number_Rings 4

Number_Bonds 68

Rotat_Bonds 13

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 10

HB_Donor 4

HB_Acceptor 5

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 10

Lipinski_Violations 1

XLogP3 0

XLogP -0.12

logP 5.0385

PSA 167.49

MR 143.997

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -68.03355

PM7_Total_Energy_ev -6209.13536

PM7_Electronic_Energy_ev -59060.47384

PM7_Dipole_Debye 9.34072

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.998

PM7_LUMO_Energy_ev -1.493

PM7_COSMO_Area_square_ang 516.87

PM7_COSMO_Volue_cubic_ang 610.17

PM7_Electron_Affinity_ev 1.493

PM7_Ionization_Energy_ev 8.998

PM7_Energy_Gap_ev 7.505

PM7_Global_Hardness_ev 3.7525

PM7_Global_Softness_ev 0.2664890073284477

PM7_Chemical_Potential_ev -5.2455

PM7_Electronigativity_ev 5.2455

PM7_Back_Donation_Energy_ev -0.938125

PM7_Electrophilicity_ev 3.6662585276482345

OPENEYE_Name 3-[2-[(4-carbamimidoylphenyl)carbamoyl]-5-methoxy-4-vinyl-phenyl]-6-(cyclopropylmethylcarbamoyl)pyridine-2-carboxylic acid

SMILES c1cc(nc(c1c2cc(c(cc2C(=O)Nc3ccc(cc3)C(=N)N)C=C)OC)C(=O)O)C(=O)NCC4CC4

Canonical_SMILES COc1cc(c(cc1C=C)C(=O)Nc1ccc(cc1)C(=N)N)c1ccc(nc1C(=O)O)C(=O)NCC1CC1

InChI 1/C28H27N5O5/c1-3-16-12-21(26(34)32-18-8-6-17(7-9-18)25(29)30)20(13-23(16)38-2)19-10-11-22(33-24(19)28(36)37)27(35)31-14-15-4-5-15/h3,6-13,15H,1,4-5,14H2,2H3,(H3,29,30)(H,31,35)(H,32,34)(H,36,37)/f/h29,31-32,36H,30H2

InChI_3D 1S/C28H27N5O5/c1-3-16-12-21(26(34)32-18-8-6-17(7-9-18)25(29)30)20(13-23(16)38-2)19-10-11-22(33-24(19)28(36)37)27(35)31-14-15-4-5-15/h3,6-13,15H,1,4-5,14H2,2H3,(H3,29,30)(H,31,35)(H,32,34)(H,36,37)

AuxInfo 1/1/N:18,27,19,24,25,2,3,4,5,1,6,8,7,28,26,13,11,14,9,10,12,16,15,17,20,21,22,23,30,31,33,32,29,34,35,36,37,38/E:(4,5)(6,7)(8,9)(29,30)(36,37)/F:18,27,19,24,25,2,3,4,5,1,6,8,7,28,26,13,11,14,9,10,12,16,15,17,20,21,22,23,30,31,33,32,29,34,35,37,36,38/E:(4,5)(6,7)(8,9)/rA:65nCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d2;s3;d1;;;s1;d7s9;s2d3;d8s10;s8;s4d5;s7d13;s6;d9;;s13d18;s11;s12;s16;s17;;s24;s24s25;;s26;d16s17;w20;s20;s14s21;s22s28;d21;d22;d23;s23;s15s27;s1;s2;s3;s4;s5;s6;s7;s8;s18;s18;s19;s24;s24;s25;s25;s26;s27;s27;s27;s28;s28;s30;s31;s31;s32;s33;s37;/rC:;-1.1,-3.3748,0;-.2369,-4.8799,0;-.2281,-2.8747,0;.6351,-4.3798,0;-.8675,.4975,0;3.2538,.1204,0;3.2449,-1.8848,0;.8675,.4975,0;2.3818,-.3797,0;-1.1,-4.3748,0;2.3818,-1.3797,0;4.1169,-1.3847,0;.6439,-3.3747,0;4.1257,-.3796,0;-.8675,1.5027,0;.8675,1.5027,0;4.9741,-2.8897,0;4.98,-1.8897,0;-1.9675,-4.8723,0;1.5143,-1.8772,0;-1.735,2.0001,0;1.735,2.0001,0;-4.646,3.8083,0;-5.6303,3.6321,0;-4.9852,2.8656,0;4.9961,1.1179,0;-3.467,1.995,0;0,2.0104,0;-2.8321,-4.3698,0;-1.9704,-5.8723,0;1.5114,-2.8772,0;-2.5995,1.4976,0;.6497,-1.3747,0;-1.7379,3.0001,0;2.5995,1.4976,0;1.7379,3.0001,0;4.9932,.1179,0;0,-.5,0;-1.5327,-3.1242,0;-.2391,-5.3799,0;-.2281,-2.3747,0;1.0666,-4.6323,0;-1.3001,.2469,0;3.2537,.6204,0;3.2427,-2.3848,0;4.5397,-3.1372,0;5.4057,-3.1423,0;5.4144,-1.6423,0;-4.6474,4.3083,0;-4.1533,3.7231,0;-6.0629,3.3813,0;-5.8024,4.1015,0;-5.3057,2.4818,0;4.4961,1.1193,0;5.4961,1.1164,0;4.9976,1.6179,0;-3.2183,2.4288,0;-3.7158,1.5613,0;-3.2658,-4.6186,0;-1.5381,-6.1236,0;-2.4041,-6.1211,0;1.9437,-3.1285,0;-2.5981,.9976,0;2.1717,3.2489,0;

Duplicates DB12120_s0_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12120_s0_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12120_s0_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12120_s0_p0.sdf

Formula	C₂₈H₂₇N₅O₅
MW	513.55
InChIKey	TUWMKPVJGGWGNL-JGWKKDBWNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	65
Number_Heavy_Atoms	38
Number_Rings	4
Number_Bonds	68
Rotat_Bonds	13
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	10
HB_Donor	4
HB_Acceptor	5
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	10
Lipinski_Violations	1
XLogP3	0
XLogP	-0.12
logP	5.0385
PSA	167.49
MR	143.997
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-68.03355
PM7_Total_Energy_ev	-6209.13536
PM7_Electronic_Energy_ev	-59060.47384
PM7_Dipole_Debye	9.34072
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.998
PM7_LUMO_Energy_ev	-1.493
PM7_COSMO_Area_square_ang	516.87
PM7_COSMO_Volue_cubic_ang	610.17
PM7_Electron_Affinity_ev	1.493
PM7_Ionization_Energy_ev	8.998
PM7_Energy_Gap_ev	7.505
PM7_Global_Hardness_ev	3.7525
PM7_Global_Softness_ev	0.2664890073284477
PM7_Chemical_Potential_ev	-5.2455
PM7_Electronigativity_ev	5.2455
PM7_Back_Donation_Energy_ev	-0.938125
PM7_Electrophilicity_ev	3.6662585276482345
OPENEYE_Name	3-[2-[(4-carbamimidoylphenyl)carbamoyl]-5-methoxy-4-vinyl-phenyl]-6-(cyclopropylmethylcarbamoyl)pyridine-2-carboxylic acid
SMILES	c1cc(nc(c1c2cc(c(cc2C(=O)Nc3ccc(cc3)C(=N)N)C=C)OC)C(=O)O)C(=O)NCC4CC4
Canonical_SMILES	COc1cc(c(cc1C=C)C(=O)Nc1ccc(cc1)C(=N)N)c1ccc(nc1C(=O)O)C(=O)NCC1CC1
InChI	1/C28H27N5O5/c1-3-16-12-21(26(34)32-18-8-6-17(7-9-18)25(29)30)20(13-23(16)38-2)19-10-11-22(33-24(19)28(36)37)27(35)31-14-15-4-5-15/h3,6-13,15H,1,4-5,14H2,2H3,(H3,29,30)(H,31,35)(H,32,34)(H,36,37)/f/h29,31-32,36H,30H2
InChI_3D	1S/C28H27N5O5/c1-3-16-12-21(26(34)32-18-8-6-17(7-9-18)25(29)30)20(13-23(16)38-2)19-10-11-22(33-24(19)28(36)37)27(35)31-14-15-4-5-15/h3,6-13,15H,1,4-5,14H2,2H3,(H3,29,30)(H,31,35)(H,32,34)(H,36,37)
AuxInfo	1/1/N:18,27,19,24,25,2,3,4,5,1,6,8,7,28,26,13,11,14,9,10,12,16,15,17,20,21,22,23,30,31,33,32,29,34,35,36,37,38/E:(4,5)(6,7)(8,9)(29,30)(36,37)/F:18,27,19,24,25,2,3,4,5,1,6,8,7,28,26,13,11,14,9,10,12,16,15,17,20,21,22,23,30,31,33,32,29,34,35,37,36,38/E:(4,5)(6,7)(8,9)/rA:65nCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d2;s3;d1;;;s1;d7s9;s2d3;d8s10;s8;s4d5;s7d13;s6;d9;;s13d18;s11;s12;s16;s17;;s24;s24s25;;s26;d16s17;w20;s20;s14s21;s22s28;d21;d22;d23;s23;s15s27;s1;s2;s3;s4;s5;s6;s7;s8;s18;s18;s19;s24;s24;s25;s25;s26;s27;s27;s27;s28;s28;s30;s31;s31;s32;s33;s37;/rC:;-1.1,-3.3748,0;-.2369,-4.8799,0;-.2281,-2.8747,0;.6351,-4.3798,0;-.8675,.4975,0;3.2538,.1204,0;3.2449,-1.8848,0;.8675,.4975,0;2.3818,-.3797,0;-1.1,-4.3748,0;2.3818,-1.3797,0;4.1169,-1.3847,0;.6439,-3.3747,0;4.1257,-.3796,0;-.8675,1.5027,0;.8675,1.5027,0;4.9741,-2.8897,0;4.98,-1.8897,0;-1.9675,-4.8723,0;1.5143,-1.8772,0;-1.735,2.0001,0;1.735,2.0001,0;-4.646,3.8083,0;-5.6303,3.6321,0;-4.9852,2.8656,0;4.9961,1.1179,0;-3.467,1.995,0;0,2.0104,0;-2.8321,-4.3698,0;-1.9704,-5.8723,0;1.5114,-2.8772,0;-2.5995,1.4976,0;.6497,-1.3747,0;-1.7379,3.0001,0;2.5995,1.4976,0;1.7379,3.0001,0;4.9932,.1179,0;0,-.5,0;-1.5327,-3.1242,0;-.2391,-5.3799,0;-.2281,-2.3747,0;1.0666,-4.6323,0;-1.3001,.2469,0;3.2537,.6204,0;3.2427,-2.3848,0;4.5397,-3.1372,0;5.4057,-3.1423,0;5.4144,-1.6423,0;-4.6474,4.3083,0;-4.1533,3.7231,0;-6.0629,3.3813,0;-5.8024,4.1015,0;-5.3057,2.4818,0;4.4961,1.1193,0;5.4961,1.1164,0;4.9976,1.6179,0;-3.2183,2.4288,0;-3.7158,1.5613,0;-3.2658,-4.6186,0;-1.5381,-6.1236,0;-2.4041,-6.1211,0;1.9437,-3.1285,0;-2.5981,.9976,0;2.1717,3.2489,0;
Duplicates	DB12120_s0_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12120_s0_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12120_s0_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12120_s0_p0.sdf