CompChem-Database: compound details

CompChem-Database: details for selected entry

DB02436 (2706)

Formula C₂₇H₃₃N₃O₉

MW 543.57

InChIKey BKONADSQADEJJP-RENZWZPZNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 72

Number_Heavy_Atoms 39

Number_Rings 2

Number_Bonds 73

Rotat_Bonds 22

Unbranched_Chain 6

Chiral_Centers 2

ONatoms 12

HB_Donor 6

HB_Acceptor 8

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 12

Lipinski_Violations 3

XLogP3 0

XLogP 1.87

logP 2.9885

PSA 191.36

MR 139.388

ABS 0.17

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -357.14994

PM7_Total_Energy_ev -6979.43921

PM7_Electronic_Energy_ev -66986.63091

PM7_Dipole_Debye 3.93041

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.301

PM7_LUMO_Energy_ev -0.202

PM7_COSMO_Area_square_ang 505.81

PM7_COSMO_Volue_cubic_ang 675.82

PM7_Electron_Affinity_ev 0.202

PM7_Ionization_Energy_ev 9.301

PM7_Energy_Gap_ev 9.099

PM7_Global_Hardness_ev 4.5495

PM7_Global_Softness_ev 0.21980437410704473

PM7_Chemical_Potential_ev -4.7515

PM7_Electronigativity_ev 4.7515

PM7_Back_Donation_Energy_ev -1.137375

PM7_Electrophilicity_ev 2.481234448840532

OPENEYE_Name 2-[4-[(2~{S})-2-[[(1~{S})-1-carboxy-2-phenyl-ethyl]carbamoylamino]-3-oxo-3-(pentylamino)propyl]phenoxy]propanedioic acid

SMILES c1ccc(cc1)CC(C(=O)O)NC(=O)NC(C(=O)NCCCCC)Cc2ccc(cc2)OC(C(=O)O)C(=O)O

Canonical_SMILES CCCCCNC(=O)[C@H](Cc1ccc(cc1)OC(C(=O)O)C(=O)O)NC(=O)N[C@H](C(=O)O)Cc1ccccc1

InChI 1/C27H33N3O9/c1-2-3-7-14-28-23(31)20(15-18-10-12-19(13-11-18)39-22(25(34)35)26(36)37)29-27(38)30-21(24(32)33)16-17-8-5-4-6-9-17/h4-6,8-13,20-22H,2-3,7,14-16H2,1H3,(H,28,31)(H,32,33)(H,34,35)(H,36,37)(H2,29,30,38)/f/h28-30,32,34,36H

InChI_3D 1S/C27H33N3O9/c1-2-3-7-14-28-23(31)20(15-18-10-12-19(13-11-18)39-22(25(34)35)26(36)37)29-27(38)30-21(24(32)33)16-17-8-5-4-6-9-17/h4-6,8-13,20-22H,2-3,7,14-16H2,1H3,(H,28,31)(H,32,33)(H,34,35)(H,36,37)(H2,29,30,38)/t20-,21-/m0/s1

AuxInfo 1/1/N:18,21,22,1,2,3,23,4,5,6,7,8,9,24,19,20,10,11,12,25,27,26,13,16,14,15,17,28,29,30,31,34,38,32,36,33,37,35,39/E:(5,6)(8,9)(10,11)(12,13)(25,26)(32,33)(34,35,36,37)/gE:(3,4)/F:18,21,22,1,2,3,23,4,5,6,7,8,9,24,19,20,10,11,12,25,27,26,13,16,14,15,17,28,29,30,31,38,34,36,32,37,33,35,39/E:(5,6)(8,9)(10,11)(12,13)(25,26)(34,36)(35,37)/rA:72cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;d6;s7;d4s5;s6d7;s8d9;;;;;;;s11;s10;s18;s21;s22;s23;s13s19;s14s15;s16s20;s13s24;s17s25;s17s27;d13;d14;d15;d16;d17;s14;s15;s16;s12s26;s1;s2;s3;s4;s5;s6;s7;s8;s9;s18;s18;s18;s19;s19;s20;s20;s21;s21;s22;s22;s23;s23;s24;s24;s25;s26;s27;s28;s29;s30;s36;s37;s38;/rC:;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;3.0955,2.9138,0;4.5981,3.7813,0;3.5981,2.0432,0;5.1007,2.9107,0;0,2.0104,0;3.5981,3.7783,0;4.6033,2.0373,0;3.4641,6.0104,0;4.1033,-.5608,0;5.4693,-.1948,0;-1,4.0104,0;.866,5.5104,0;7.7942,9.5104,0;3.0981,4.6444,0;0,3.0104,0;6.9282,9.0104,0;6.0622,8.5104,0;5.1962,8.0104,0;4.3301,7.5104,0;2.5981,5.5104,0;4.6033,.3052,0;0,4.0104,0;3.4641,7.0104,0;1.7321,5.0104,0;0,5.0104,0;4.3301,5.5104,0;4.6033,-1.4268,0;5.4693,-1.1948,0;-1.5,3.1444,0;.866,6.5104,0;3.1033,-.5608,0;6.3353,.3052,0;-1.5,4.8764,0;5.1033,1.1713,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;2.5955,2.9145,0;4.8475,4.2146,0;3.3469,1.6109,0;5.6007,2.9122,0;7.5442,9.9434,0;8.0442,9.0774,0;8.2272,9.7604,0;2.6651,4.3944,0;3.5311,4.8944,0;.5,3.0104,0;-.5,3.0104,0;7.1782,8.5774,0;6.6782,9.4434,0;6.3122,8.0774,0;5.8122,8.9434,0;5.4462,7.5774,0;4.9462,8.4434,0;4.5801,7.0774,0;4.0801,7.9434,0;2.3481,5.9434,0;4.1703,.5552,0;.5,4.0104,0;3.0311,7.2604,0;1.7321,4.5104,0;-.433,5.2604,0;2.8533,-.9938,0;6.7683,.0552,0;-2,4.8764,0;

Duplicates DB02436

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/DB02436.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/DB02436.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/DB02436.sdf

Formula	C₂₇H₃₃N₃O₉
MW	543.57
InChIKey	BKONADSQADEJJP-RENZWZPZNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	72
Number_Heavy_Atoms	39
Number_Rings	2
Number_Bonds	73
Rotat_Bonds	22
Unbranched_Chain	6
Chiral_Centers	2
ONatoms	12
HB_Donor	6
HB_Acceptor	8
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	12
Lipinski_Violations	3
XLogP3	0
XLogP	1.87
logP	2.9885
PSA	191.36
MR	139.388
ABS	0.17
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-357.14994
PM7_Total_Energy_ev	-6979.43921
PM7_Electronic_Energy_ev	-66986.63091
PM7_Dipole_Debye	3.93041
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.301
PM7_LUMO_Energy_ev	-0.202
PM7_COSMO_Area_square_ang	505.81
PM7_COSMO_Volue_cubic_ang	675.82
PM7_Electron_Affinity_ev	0.202
PM7_Ionization_Energy_ev	9.301
PM7_Energy_Gap_ev	9.099
PM7_Global_Hardness_ev	4.5495
PM7_Global_Softness_ev	0.21980437410704473
PM7_Chemical_Potential_ev	-4.7515
PM7_Electronigativity_ev	4.7515
PM7_Back_Donation_Energy_ev	-1.137375
PM7_Electrophilicity_ev	2.481234448840532
OPENEYE_Name	2-[4-[(2~{S})-2-[[(1~{S})-1-carboxy-2-phenyl-ethyl]carbamoylamino]-3-oxo-3-(pentylamino)propyl]phenoxy]propanedioic acid
SMILES	c1ccc(cc1)CC(C(=O)O)NC(=O)NC(C(=O)NCCCCC)Cc2ccc(cc2)OC(C(=O)O)C(=O)O
Canonical_SMILES	CCCCCNC(=O)[C@H](Cc1ccc(cc1)OC(C(=O)O)C(=O)O)NC(=O)N[C@H](C(=O)O)Cc1ccccc1
InChI	1/C27H33N3O9/c1-2-3-7-14-28-23(31)20(15-18-10-12-19(13-11-18)39-22(25(34)35)26(36)37)29-27(38)30-21(24(32)33)16-17-8-5-4-6-9-17/h4-6,8-13,20-22H,2-3,7,14-16H2,1H3,(H,28,31)(H,32,33)(H,34,35)(H,36,37)(H2,29,30,38)/f/h28-30,32,34,36H
InChI_3D	1S/C27H33N3O9/c1-2-3-7-14-28-23(31)20(15-18-10-12-19(13-11-18)39-22(25(34)35)26(36)37)29-27(38)30-21(24(32)33)16-17-8-5-4-6-9-17/h4-6,8-13,20-22H,2-3,7,14-16H2,1H3,(H,28,31)(H,32,33)(H,34,35)(H,36,37)(H2,29,30,38)/t20-,21-/m0/s1
AuxInfo	1/1/N:18,21,22,1,2,3,23,4,5,6,7,8,9,24,19,20,10,11,12,25,27,26,13,16,14,15,17,28,29,30,31,34,38,32,36,33,37,35,39/E:(5,6)(8,9)(10,11)(12,13)(25,26)(32,33)(34,35,36,37)/gE:(3,4)/F:18,21,22,1,2,3,23,4,5,6,7,8,9,24,19,20,10,11,12,25,27,26,13,16,14,15,17,28,29,30,31,38,34,36,32,37,33,35,39/E:(5,6)(8,9)(10,11)(12,13)(25,26)(34,36)(35,37)/rA:72cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;d6;s7;d4s5;s6d7;s8d9;;;;;;;s11;s10;s18;s21;s22;s23;s13s19;s14s15;s16s20;s13s24;s17s25;s17s27;d13;d14;d15;d16;d17;s14;s15;s16;s12s26;s1;s2;s3;s4;s5;s6;s7;s8;s9;s18;s18;s18;s19;s19;s20;s20;s21;s21;s22;s22;s23;s23;s24;s24;s25;s26;s27;s28;s29;s30;s36;s37;s38;/rC:;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;3.0955,2.9138,0;4.5981,3.7813,0;3.5981,2.0432,0;5.1007,2.9107,0;0,2.0104,0;3.5981,3.7783,0;4.6033,2.0373,0;3.4641,6.0104,0;4.1033,-.5608,0;5.4693,-.1948,0;-1,4.0104,0;.866,5.5104,0;7.7942,9.5104,0;3.0981,4.6444,0;0,3.0104,0;6.9282,9.0104,0;6.0622,8.5104,0;5.1962,8.0104,0;4.3301,7.5104,0;2.5981,5.5104,0;4.6033,.3052,0;0,4.0104,0;3.4641,7.0104,0;1.7321,5.0104,0;0,5.0104,0;4.3301,5.5104,0;4.6033,-1.4268,0;5.4693,-1.1948,0;-1.5,3.1444,0;.866,6.5104,0;3.1033,-.5608,0;6.3353,.3052,0;-1.5,4.8764,0;5.1033,1.1713,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;2.5955,2.9145,0;4.8475,4.2146,0;3.3469,1.6109,0;5.6007,2.9122,0;7.5442,9.9434,0;8.0442,9.0774,0;8.2272,9.7604,0;2.6651,4.3944,0;3.5311,4.8944,0;.5,3.0104,0;-.5,3.0104,0;7.1782,8.5774,0;6.6782,9.4434,0;6.3122,8.0774,0;5.8122,8.9434,0;5.4462,7.5774,0;4.9462,8.4434,0;4.5801,7.0774,0;4.0801,7.9434,0;2.3481,5.9434,0;4.1703,.5552,0;.5,4.0104,0;3.0311,7.2604,0;1.7321,4.5104,0;-.433,5.2604,0;2.8533,-.9938,0;6.7683,.0552,0;-2,4.8764,0;
Duplicates	DB02436
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/DB02436.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/DB02436.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/DB02436.sdf