CompChem-Database: compound details

CompChem-Database: details for selected entry

DB16514 (13037)

Formula C₂₄H₃₃N₄O₉P

MW 552.52

InChIKey FQKALOFOWPDTED-UKGHLZKGNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 71

Number_Heavy_Atoms 38

Number_Rings 3

Number_Bonds 73

Rotat_Bonds 17

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 13

HB_Donor 6

HB_Acceptor 7

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 13

Lipinski_Violations 3

XLogP3 0

XLogP 0.01

logP 2.121

PSA 205.96

MR 140.354

ABS 0.17

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -418.04108

PM7_Total_Energy_ev -6975.18495

PM7_Electronic_Energy_ev -67243.05042

PM7_Dipole_Debye 7.74868

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.026

PM7_LUMO_Energy_ev -1.091

PM7_COSMO_Area_square_ang 503

PM7_COSMO_Volue_cubic_ang 645.39

PM7_Electron_Affinity_ev 1.091

PM7_Ionization_Energy_ev 9.026

PM7_Energy_Gap_ev 7.935

PM7_Global_Hardness_ev 3.9675

PM7_Global_Softness_ev 0.2520478890989288

PM7_Chemical_Potential_ev -5.0585

PM7_Electronigativity_ev 5.0585

PM7_Back_Donation_Energy_ev -0.991875

PM7_Electrophilicity_ev 3.224753906742281

OPENEYE_Name [(3~{S})-3-[[(2~{S})-2-[(4-methoxy-1~{H}-indole-2-carbonyl)amino]-4-methyl-pentanoyl]amino]-2-oxo-4-[(3~{S})-2-oxopyrrolidin-3-yl]butyl] dihydrogen phosphate

SMILES c1cc2c(cc([nH]2)C(=O)NC(C(=O)NC(C(=O)COP(=O)(O)O)CC3C(=O)NCC3)CC(C)C)c(c1)OC

Canonical_SMILES COc1cccc2c1cc([nH]2)C(=O)N[C@H](C(=O)N[C@H](C(=O)COP(=O)(O)O)C[C@@H]1CCNC1=O)CC(C)C

InChI 1/C24H33N4O9P/c1-13(2)9-18(28-24(32)19-11-15-16(26-19)5-4-6-21(15)36-3)23(31)27-17(10-14-7-8-25-22(14)30)20(29)12-37-38(33,34)35/h4-6,11,13-14,17-18,26H,7-10,12H2,1-3H3,(H,25,30)(H,27,31)(H,28,32)(H2,33,34,35)/f/h25,27-28,33-34H

InChI_3D 1S/C24H33N4O9P/c1-13(2)9-18(28-24(32)19-11-15-16(26-19)5-4-6-21(15)36-3)23(31)27-17(10-14-7-8-25-22(14)30)20(29)12-37-38(33,34)35/h4-6,11,13-14,17-18,26H,7-10,12H2,1-3H3,(H,25,30)(H,27,31)(H,28,32)(H2,33,34,35)/t14-,17-,18-/m0/s1

AuxInfo 1/1/N:16,17,18,1,2,3,13,14,21,20,4,19,24,15,5,6,22,23,8,11,7,9,12,10,26,25,28,27,31,29,32,30,33,34,35,36,37,38/E:(1,2)(33,34,35)/F:16,17,18,1,2,3,13,14,21,20,4,19,24,15,5,6,22,23,8,11,7,9,12,10,26,25,28,27,31,29,32,30,34,35,33,36,37,38/E:(1,2)(33,34)/rA:71cCCCCCCCCCCCCCCCCCCCCCCCCNNNNOOOOOOOOOPHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s4;s2d5;d3s5;d4;;s8;;;;s13;s9s13;;;;s11;s15;;s11s20;s12s21;s16s17s21;s6s8;s9s14;s10s23;s12s22;d9;d10;d11;d12;;;;s7s18;s19;d33s34s35s37;s1;s2;s3;s4;s13;s13;s14;s14;s15;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s20;s20;s21;s21;s22;s23;s24;s25;s26;s27;s28;s34;s35;/rC:0,1.0058,0;.868,1.5138,0;;2.6938,-.3125,0;1.736,-.0012,0;1.736,1.0058,0;.868,-.4978,0;3.2858,.5023,0;6.8577,5.8649,0;4.2858,.5024,0;7.6517,2.1365,0;5.7858,.6364,0;5.6555,4.7826,0;5.2466,5.6969,0;6.6516,4.8865,0;4.786,-2.3636,0;5.786,-3.3636,0;.0012,-1.9973,0;8.1518,1.2705,0;6.6517,3.1365,0;5.7859,-1.3636,0;6.6517,2.1365,0;5.7859,-.3636,0;5.786,-2.3636,0;2.6938,1.3169,0;5.9935,6.3688,0;4.7859,-.3636,0;6.6518,1.1365,0;7.7717,6.2705,0;4.7857,1.3684,0;8.1517,3.0026,0;4.9197,1.1364,0;9.6519,-1.3275,0;8.2859,-.9615,0;10.0179,.0386,0;.8675,-1.4978,0;8.6518,.4045,0;9.1519,-.4615,0;-.4337,1.2545,0;.868,2.0138,0;-.4327,-.2506,0;2.8483,-.788,0;5.1801,4.6277,0;5.7594,4.2935,0;4.9526,6.1014,0;4.8139,5.4465,0;7.1489,4.8347,0;4.786,-2.8636,0;4.7859,-1.8636,0;4.286,-2.3637,0;6.286,-3.3636,0;5.286,-3.3636,0;5.7861,-3.8636,0;-.2486,-1.5642,0;.251,-2.4305,0;-.4319,-2.2471,0;8.5848,1.5206,0;7.7188,1.0205,0;6.1517,3.1364,0;7.1517,3.1365,0;5.2859,-1.3636,0;6.2859,-1.3636,0;6.1517,2.1364,0;6.2859,-.3636,0;6.286,-2.3636,0;2.8483,1.7924,0;5.9424,6.8662,0;4.5359,-.7967,0;7.0848,.8865,0;8.2859,-1.4615,0;10.0178,.5386,0;

Duplicates DB16514

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016500-0000016749/DB16514.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016500-0000016749/DB16514.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016500-0000016749/DB16514.sdf

Formula	C₂₄H₃₃N₄O₉P
MW	552.52
InChIKey	FQKALOFOWPDTED-UKGHLZKGNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	71
Number_Heavy_Atoms	38
Number_Rings	3
Number_Bonds	73
Rotat_Bonds	17
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	13
HB_Donor	6
HB_Acceptor	7
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	13
Lipinski_Violations	3
XLogP3	0
XLogP	0.01
logP	2.121
PSA	205.96
MR	140.354
ABS	0.17
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-418.04108
PM7_Total_Energy_ev	-6975.18495
PM7_Electronic_Energy_ev	-67243.05042
PM7_Dipole_Debye	7.74868
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.026
PM7_LUMO_Energy_ev	-1.091
PM7_COSMO_Area_square_ang	503
PM7_COSMO_Volue_cubic_ang	645.39
PM7_Electron_Affinity_ev	1.091
PM7_Ionization_Energy_ev	9.026
PM7_Energy_Gap_ev	7.935
PM7_Global_Hardness_ev	3.9675
PM7_Global_Softness_ev	0.2520478890989288
PM7_Chemical_Potential_ev	-5.0585
PM7_Electronigativity_ev	5.0585
PM7_Back_Donation_Energy_ev	-0.991875
PM7_Electrophilicity_ev	3.224753906742281
OPENEYE_Name	[(3~{S})-3-[[(2~{S})-2-[(4-methoxy-1~{H}-indole-2-carbonyl)amino]-4-methyl-pentanoyl]amino]-2-oxo-4-[(3~{S})-2-oxopyrrolidin-3-yl]butyl] dihydrogen phosphate
SMILES	c1cc2c(cc([nH]2)C(=O)NC(C(=O)NC(C(=O)COP(=O)(O)O)CC3C(=O)NCC3)CC(C)C)c(c1)OC
Canonical_SMILES	COc1cccc2c1cc([nH]2)C(=O)N[C@H](C(=O)N[C@H](C(=O)COP(=O)(O)O)C[C@@H]1CCNC1=O)CC(C)C
InChI	1/C24H33N4O9P/c1-13(2)9-18(28-24(32)19-11-15-16(26-19)5-4-6-21(15)36-3)23(31)27-17(10-14-7-8-25-22(14)30)20(29)12-37-38(33,34)35/h4-6,11,13-14,17-18,26H,7-10,12H2,1-3H3,(H,25,30)(H,27,31)(H,28,32)(H2,33,34,35)/f/h25,27-28,33-34H
InChI_3D	1S/C24H33N4O9P/c1-13(2)9-18(28-24(32)19-11-15-16(26-19)5-4-6-21(15)36-3)23(31)27-17(10-14-7-8-25-22(14)30)20(29)12-37-38(33,34)35/h4-6,11,13-14,17-18,26H,7-10,12H2,1-3H3,(H,25,30)(H,27,31)(H,28,32)(H2,33,34,35)/t14-,17-,18-/m0/s1
AuxInfo	1/1/N:16,17,18,1,2,3,13,14,21,20,4,19,24,15,5,6,22,23,8,11,7,9,12,10,26,25,28,27,31,29,32,30,33,34,35,36,37,38/E:(1,2)(33,34,35)/F:16,17,18,1,2,3,13,14,21,20,4,19,24,15,5,6,22,23,8,11,7,9,12,10,26,25,28,27,31,29,32,30,34,35,33,36,37,38/E:(1,2)(33,34)/rA:71cCCCCCCCCCCCCCCCCCCCCCCCCNNNNOOOOOOOOOPHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s4;s2d5;d3s5;d4;;s8;;;;s13;s9s13;;;;s11;s15;;s11s20;s12s21;s16s17s21;s6s8;s9s14;s10s23;s12s22;d9;d10;d11;d12;;;;s7s18;s19;d33s34s35s37;s1;s2;s3;s4;s13;s13;s14;s14;s15;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s20;s20;s21;s21;s22;s23;s24;s25;s26;s27;s28;s34;s35;/rC:0,1.0058,0;.868,1.5138,0;;2.6938,-.3125,0;1.736,-.0012,0;1.736,1.0058,0;.868,-.4978,0;3.2858,.5023,0;6.8577,5.8649,0;4.2858,.5024,0;7.6517,2.1365,0;5.7858,.6364,0;5.6555,4.7826,0;5.2466,5.6969,0;6.6516,4.8865,0;4.786,-2.3636,0;5.786,-3.3636,0;.0012,-1.9973,0;8.1518,1.2705,0;6.6517,3.1365,0;5.7859,-1.3636,0;6.6517,2.1365,0;5.7859,-.3636,0;5.786,-2.3636,0;2.6938,1.3169,0;5.9935,6.3688,0;4.7859,-.3636,0;6.6518,1.1365,0;7.7717,6.2705,0;4.7857,1.3684,0;8.1517,3.0026,0;4.9197,1.1364,0;9.6519,-1.3275,0;8.2859,-.9615,0;10.0179,.0386,0;.8675,-1.4978,0;8.6518,.4045,0;9.1519,-.4615,0;-.4337,1.2545,0;.868,2.0138,0;-.4327,-.2506,0;2.8483,-.788,0;5.1801,4.6277,0;5.7594,4.2935,0;4.9526,6.1014,0;4.8139,5.4465,0;7.1489,4.8347,0;4.786,-2.8636,0;4.7859,-1.8636,0;4.286,-2.3637,0;6.286,-3.3636,0;5.286,-3.3636,0;5.7861,-3.8636,0;-.2486,-1.5642,0;.251,-2.4305,0;-.4319,-2.2471,0;8.5848,1.5206,0;7.7188,1.0205,0;6.1517,3.1364,0;7.1517,3.1365,0;5.2859,-1.3636,0;6.2859,-1.3636,0;6.1517,2.1364,0;6.2859,-.3636,0;6.286,-2.3636,0;2.8483,1.7924,0;5.9424,6.8662,0;4.5359,-.7967,0;7.0848,.8865,0;8.2859,-1.4615,0;10.0178,.5386,0;
Duplicates	DB16514
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016500-0000016749/DB16514.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016500-0000016749/DB16514.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016500-0000016749/DB16514.sdf