CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5195394 (2538107)

Formula C₂₃H₂₉ClFN₅O₅

MW 509.97

InChIKey OJAWCLYVQLEZJN-MMZSQZHBNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 64

Number_Heavy_Atoms 35

Number_Rings 3

Number_Bonds 66

Rotat_Bonds 13

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 10

HB_Donor 4

HB_Acceptor 4

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 10

Lipinski_Violations 1

XLogP3 0

XLogP 2.05

logP 2.9619

PSA 132.63

MR 131.218

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -207.46395

PM7_Total_Energy_ev -6356.40886

PM7_Electronic_Energy_ev -59137.74601

PM7_Dipole_Debye 4.77832

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.557

PM7_LUMO_Energy_ev -0.677

PM7_COSMO_Area_square_ang 476.57

PM7_COSMO_Volue_cubic_ang 581.99

PM7_Electron_Affinity_ev 0.677

PM7_Ionization_Energy_ev 8.557

PM7_Energy_Gap_ev 7.88

PM7_Global_Hardness_ev 3.94

PM7_Global_Softness_ev 0.25380710659898476

PM7_Chemical_Potential_ev -4.617

PM7_Electronigativity_ev 4.617

PM7_Back_Donation_Energy_ev -0.985

PM7_Electrophilicity_ev 2.705163578680203

OPENEYE_Name ~{N}-[(1~{S})-1-[[[(2~{R})-2-chloro-2-fluoro-acetyl]-[[(3~{R})-2-oxopyrrolidin-3-yl]methyl]amino]carbamoyl]-3-methyl-butyl]-4-methoxy-1~{H}-indole-2-carboxamide

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

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

InChI 1/C23H29ClFN5O5/c1-12(2)9-16(28-21(32)17-10-14-15(27-17)5-4-6-18(14)35-3)22(33)29-30(23(34)19(24)25)11-13-7-8-26-20(13)31/h4-6,10,12-13,16,19,27H,7-9,11H2,1-3H3,(H,26,31)(H,28,32)(H,29,33)/f/h26,28-29H

InChI_3D 1S/C23H29ClFN5O5/c1-12(2)9-16(28-21(32)17-10-14-15(27-17)5-4-6-18(14)35-3)22(33)29-30(23(34)19(24)25)11-13-7-8-26-20(13)31/h4-6,10,12-13,16,19,27H,7-9,11H2,1-3H3,(H,26,31)(H,28,32)(H,29,33)/t13-,16+,19+/m1/s1

AuxInfo 1/1/N:16,17,18,1,2,3,13,14,20,4,19,23,15,5,6,21,8,7,22,9,10,11,12,35,34,25,24,26,27,28,29,30,31,32,33/E:(1,2)/F:m/E:m/rA:64cCCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOOOFClHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s4;s2d5;d3s5;d4;;s8;;;;s13;s9s13;;;;s15;;s11s20;s12;s16s17s20;s6s8;s9s14;s10s21;s11;s12s19s27;d9;d10;d11;d12;s7s18;s22;s22;s1;s2;s3;s4;s13;s13;s14;s14;s15;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s20;s20;s21;s22;s23;s24;s25;s26;s27;/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;9.7774,4.1794,0;4.2858,.5024,0;5.7858,.6364,0;5.7857,2.6364,0;9.4414,2.5971,0;10.4377,2.7003,0;9.0332,3.5116,0;6.786,-2.3635,0;5.786,-3.3636,0;.0012,-1.9973,0;7.5177,2.6365,0;5.7859,-1.3636,0;5.7859,-.3636,0;5.7856,3.6364,0;5.786,-2.3636,0;2.6938,1.3169,0;10.646,3.683,0;4.7859,-.3636,0;6.6518,1.1365,0;6.6517,2.1365,0;9.6716,5.1738,0;4.7857,1.3684,0;4.9197,1.1364,0;4.9197,2.1364,0;.8675,-1.4978,0;4.7856,3.6364,0;5.7856,4.6364,0;-.4337,1.2545,0;.868,2.0138,0;-.4327,-.2506,0;2.8483,-.788,0;9.545,2.1079,0;8.9659,2.4425,0;10.9349,2.648,0;10.4373,2.2003,0;8.7397,3.9164,0;6.786,-2.8635,0;6.7859,-1.8635,0;7.286,-2.3635,0;5.286,-3.3636,0;6.286,-3.3636,0;5.7861,-3.8636,0;-.2486,-1.5642,0;.251,-2.4305,0;-.4319,-2.2471,0;7.7678,2.2035,0;7.2677,3.0695,0;6.2859,-1.3636,0;5.2859,-1.3636,0;6.2859,-.3636,0;6.2856,3.6364,0;5.286,-2.3636,0;2.8483,1.7924,0;11.1023,3.8875,0;4.5359,-.7967,0;7.0848,.8865,0;

Duplicates CHEMBL5195394;CHEMBL5198073

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195250-0005195499/CHEMBL5195394.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195250-0005195499/CHEMBL5195394.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195250-0005195499/CHEMBL5195394.sdf

Formula	C₂₃H₂₉ClFN₅O₅
MW	509.97
InChIKey	OJAWCLYVQLEZJN-MMZSQZHBNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	64
Number_Heavy_Atoms	35
Number_Rings	3
Number_Bonds	66
Rotat_Bonds	13
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	10
HB_Donor	4
HB_Acceptor	4
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	10
Lipinski_Violations	1
XLogP3	0
XLogP	2.05
logP	2.9619
PSA	132.63
MR	131.218
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-207.46395
PM7_Total_Energy_ev	-6356.40886
PM7_Electronic_Energy_ev	-59137.74601
PM7_Dipole_Debye	4.77832
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.557
PM7_LUMO_Energy_ev	-0.677
PM7_COSMO_Area_square_ang	476.57
PM7_COSMO_Volue_cubic_ang	581.99
PM7_Electron_Affinity_ev	0.677
PM7_Ionization_Energy_ev	8.557
PM7_Energy_Gap_ev	7.88
PM7_Global_Hardness_ev	3.94
PM7_Global_Softness_ev	0.25380710659898476
PM7_Chemical_Potential_ev	-4.617
PM7_Electronigativity_ev	4.617
PM7_Back_Donation_Energy_ev	-0.985
PM7_Electrophilicity_ev	2.705163578680203
OPENEYE_Name	~{N}-[(1~{S})-1-[[[(2~{R})-2-chloro-2-fluoro-acetyl]-[[(3~{R})-2-oxopyrrolidin-3-yl]methyl]amino]carbamoyl]-3-methyl-butyl]-4-methoxy-1~{H}-indole-2-carboxamide
SMILES	c1cc2c(cc([nH]2)C(=O)NC(C(=O)NN(C(=O)C(F)Cl)CC3C(=O)NCC3)CC(C)C)c(c1)OC
Canonical_SMILES	COc1cccc2c1cc([nH]2)C(=O)N[C@H](C(=O)NN(C(=O)[C@@H](Cl)F)C[C@H]1CCNC1=O)CC(C)C
InChI	1/C23H29ClFN5O5/c1-12(2)9-16(28-21(32)17-10-14-15(27-17)5-4-6-18(14)35-3)22(33)29-30(23(34)19(24)25)11-13-7-8-26-20(13)31/h4-6,10,12-13,16,19,27H,7-9,11H2,1-3H3,(H,26,31)(H,28,32)(H,29,33)/f/h26,28-29H
InChI_3D	1S/C23H29ClFN5O5/c1-12(2)9-16(28-21(32)17-10-14-15(27-17)5-4-6-18(14)35-3)22(33)29-30(23(34)19(24)25)11-13-7-8-26-20(13)31/h4-6,10,12-13,16,19,27H,7-9,11H2,1-3H3,(H,26,31)(H,28,32)(H,29,33)/t13-,16+,19+/m1/s1
AuxInfo	1/1/N:16,17,18,1,2,3,13,14,20,4,19,23,15,5,6,21,8,7,22,9,10,11,12,35,34,25,24,26,27,28,29,30,31,32,33/E:(1,2)/F:m/E:m/rA:64cCCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOOOFClHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s4;s2d5;d3s5;d4;;s8;;;;s13;s9s13;;;;s15;;s11s20;s12;s16s17s20;s6s8;s9s14;s10s21;s11;s12s19s27;d9;d10;d11;d12;s7s18;s22;s22;s1;s2;s3;s4;s13;s13;s14;s14;s15;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s20;s20;s21;s22;s23;s24;s25;s26;s27;/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;9.7774,4.1794,0;4.2858,.5024,0;5.7858,.6364,0;5.7857,2.6364,0;9.4414,2.5971,0;10.4377,2.7003,0;9.0332,3.5116,0;6.786,-2.3635,0;5.786,-3.3636,0;.0012,-1.9973,0;7.5177,2.6365,0;5.7859,-1.3636,0;5.7859,-.3636,0;5.7856,3.6364,0;5.786,-2.3636,0;2.6938,1.3169,0;10.646,3.683,0;4.7859,-.3636,0;6.6518,1.1365,0;6.6517,2.1365,0;9.6716,5.1738,0;4.7857,1.3684,0;4.9197,1.1364,0;4.9197,2.1364,0;.8675,-1.4978,0;4.7856,3.6364,0;5.7856,4.6364,0;-.4337,1.2545,0;.868,2.0138,0;-.4327,-.2506,0;2.8483,-.788,0;9.545,2.1079,0;8.9659,2.4425,0;10.9349,2.648,0;10.4373,2.2003,0;8.7397,3.9164,0;6.786,-2.8635,0;6.7859,-1.8635,0;7.286,-2.3635,0;5.286,-3.3636,0;6.286,-3.3636,0;5.7861,-3.8636,0;-.2486,-1.5642,0;.251,-2.4305,0;-.4319,-2.2471,0;7.7678,2.2035,0;7.2677,3.0695,0;6.2859,-1.3636,0;5.2859,-1.3636,0;6.2859,-.3636,0;6.2856,3.6364,0;5.286,-2.3636,0;2.8483,1.7924,0;11.1023,3.8875,0;4.5359,-.7967,0;7.0848,.8865,0;
Duplicates	CHEMBL5195394;CHEMBL5198073
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195250-0005195499/CHEMBL5195394.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195250-0005195499/CHEMBL5195394.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195250-0005195499/CHEMBL5195394.sdf