CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL103090 (3187)

Formula C₂₇H₂₈N₂O₅

MW 460.53

InChIKey OYGNCRBWGRCEDM-SREBMQDQNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 62

Number_Heavy_Atoms 34

Number_Rings 5

Number_Bonds 66

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 7

HB_Donor 1

HB_Acceptor 3

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 4.04

logP 4.6417

PSA 81.12

MR 128.791

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -116.42913

PM7_Total_Energy_ev -5541.94182

PM7_Electronic_Energy_ev -51430.5704

PM7_Dipole_Debye 4.50562

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.239

PM7_LUMO_Energy_ev -0.056

PM7_COSMO_Area_square_ang 458.76

PM7_COSMO_Volue_cubic_ang 548.96

PM7_Electron_Affinity_ev 0.056

PM7_Ionization_Energy_ev 8.239

PM7_Energy_Gap_ev 8.183

PM7_Global_Hardness_ev 4.0915

PM7_Global_Softness_ev 0.24440914090186974

PM7_Chemical_Potential_ev -4.1475

PM7_Electronigativity_ev 4.1475

PM7_Back_Donation_Energy_ev -1.022875

PM7_Electrophilicity_ev 2.102133233532934

OPENEYE_Name (5~{S},6~{R},7~{R})-5-(1,3-benzodioxol-5-yl)-2-[isopropyl(methyl)amino]-7-(4-methoxyphenyl)-6,7-dihydro-5~{H}-cyclopenta[b]pyridine-6-carboxylic acid

SMILES c1cc2c(cc1C3c4ccc(nc4C(C3C(=O)O)c5ccc(cc5)OC)N(C)C(C)C)OCO2

Canonical_SMILES COc1ccc(cc1)[C@H]1[C@H](C(=O)O)[C@H](c2c1nc(cc2)N(C(C)C)C)c1ccc2c(c1)OCO2

InChI 1/C27H28N2O5/c1-15(2)29(3)22-12-10-19-23(17-7-11-20-21(13-17)34-14-33-20)25(27(30)31)24(26(19)28-22)16-5-8-18(32-4)9-6-16/h5-13,15,23-25H,14H2,1-4H3,(H,30,31)/f/h30H

InChI_3D 1S/C27H28N2O5/c1-15(2)29(3)22-12-10-19-23(17-7-11-20-21(13-17)34-14-33-20)25(27(30)31)24(26(19)28-22)16-5-8-18(32-4)9-6-16/h5-13,15,23-25H,14H2,1-4H3,(H,30,31)/t23-,24-,25+/m0/s1

AuxInfo 1/1/N:23,24,25,26,2,3,1,6,7,4,5,8,9,19,27,10,11,15,12,13,14,17,20,21,22,16,18,28,29,30,33,34,31,32/E:(1,2)(5,6)(8,9)(30,31)/F:23,24,25,26,2,3,1,6,7,4,5,8,9,19,27,10,11,15,12,13,14,17,20,21,22,16,18,28,29,33,30,34,31,32/E:(1,2)(5,6)(8,9)/rA:62cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;d2;s3;d4;;s2d3;s1d9;s4;s5;s9d13;s6d7;d12;s8;;;s11s12;s10s16;s18s20s21;;;;;s23s24;s16d17;s17s25s27;d18;s13s19;s14s19;s18;s15s26;s1;s2;s3;s4;s5;s6;s7;s8;s9;s19;s19;s20;s21;s22;s23;s23;s23;s24;s24;s24;s25;s25;s25;s26;s26;s26;s27;s33;/rC:1.7887,-1.1982,0;-2.2805,2.5283,0;-.6908,3.2234,0;-2.4219,-.9884,0;2.6585,-1.7031,0;-2.6832,3.4494,0;-1.0935,4.1444,0;-3.2854,-.4841,0;.9083,-2.6947,0;-1.2864,2.42,0;.9136,-1.6941,0;-1.5493,-.492,0;2.6445,-2.7087,0;1.7683,-3.2051,0;-2.0918,4.2621,0;-1.5428,.5127,0;-3.2803,.5214,0;1.3081,1.1625,0;2.9703,-4.3053,0;-.596,-.8089,0;-.5853,.8166,0;;-5.5101,1.3933,0;-5.8797,.0282,0;-4.1424,2.0237,0;-3.4862,5.2895,0;-5.0123,.526,0;-2.4118,1.0226,0;-4.145,1.0237,0;1.1066,2.142,0;3.3872,-3.3887,0;1.9696,-4.1919,0;2.2571,.8473,0;-2.4924,5.1783,0;1.7913,-.6982,0;-2.5765,2.1254,0;-.194,3.1671,0;-2.4247,-1.4884,0;3.0936,-1.4566,0;-3.1803,3.5035,0;-.7957,4.5461,0;-3.7197,-.7319,0;.4732,-2.9409,0;3.4446,-4.4636,0;2.8624,-4.7935,0;-.8024,-1.2643,0;-.1507,1.0638,0;.3694,-.337,0;-5.0764,1.6422,0;-5.7589,1.827,0;-5.9437,1.1444,0;-6.1285,.4619,0;-5.6308,-.4054,0;-6.3134,-.2206,0;-3.6424,2.0224,0;-4.6424,2.025,0;-4.1411,2.5237,0;-3.5418,4.7926,0;-3.4306,5.7864,0;-3.9831,5.3451,0;-4.7635,.0923,0;2.6309,1.1794,0;

Duplicates CHEMBL103090

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000103000-0000103249/CHEMBL103090.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000103000-0000103249/CHEMBL103090.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000103000-0000103249/CHEMBL103090.sdf

Formula	C₂₇H₂₈N₂O₅
MW	460.53
InChIKey	OYGNCRBWGRCEDM-SREBMQDQNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	62
Number_Heavy_Atoms	34
Number_Rings	5
Number_Bonds	66
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	7
HB_Donor	1
HB_Acceptor	3
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	4.04
logP	4.6417
PSA	81.12
MR	128.791
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-116.42913
PM7_Total_Energy_ev	-5541.94182
PM7_Electronic_Energy_ev	-51430.5704
PM7_Dipole_Debye	4.50562
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.239
PM7_LUMO_Energy_ev	-0.056
PM7_COSMO_Area_square_ang	458.76
PM7_COSMO_Volue_cubic_ang	548.96
PM7_Electron_Affinity_ev	0.056
PM7_Ionization_Energy_ev	8.239
PM7_Energy_Gap_ev	8.183
PM7_Global_Hardness_ev	4.0915
PM7_Global_Softness_ev	0.24440914090186974
PM7_Chemical_Potential_ev	-4.1475
PM7_Electronigativity_ev	4.1475
PM7_Back_Donation_Energy_ev	-1.022875
PM7_Electrophilicity_ev	2.102133233532934
OPENEYE_Name	(5~{S},6~{R},7~{R})-5-(1,3-benzodioxol-5-yl)-2-[isopropyl(methyl)amino]-7-(4-methoxyphenyl)-6,7-dihydro-5~{H}-cyclopenta[b]pyridine-6-carboxylic acid
SMILES	c1cc2c(cc1C3c4ccc(nc4C(C3C(=O)O)c5ccc(cc5)OC)N(C)C(C)C)OCO2
Canonical_SMILES	COc1ccc(cc1)[C@H]1[C@H](C(=O)O)[C@H](c2c1nc(cc2)N(C(C)C)C)c1ccc2c(c1)OCO2
InChI	1/C27H28N2O5/c1-15(2)29(3)22-12-10-19-23(17-7-11-20-21(13-17)34-14-33-20)25(27(30)31)24(26(19)28-22)16-5-8-18(32-4)9-6-16/h5-13,15,23-25H,14H2,1-4H3,(H,30,31)/f/h30H
InChI_3D	1S/C27H28N2O5/c1-15(2)29(3)22-12-10-19-23(17-7-11-20-21(13-17)34-14-33-20)25(27(30)31)24(26(19)28-22)16-5-8-18(32-4)9-6-16/h5-13,15,23-25H,14H2,1-4H3,(H,30,31)/t23-,24-,25+/m0/s1
AuxInfo	1/1/N:23,24,25,26,2,3,1,6,7,4,5,8,9,19,27,10,11,15,12,13,14,17,20,21,22,16,18,28,29,30,33,34,31,32/E:(1,2)(5,6)(8,9)(30,31)/F:23,24,25,26,2,3,1,6,7,4,5,8,9,19,27,10,11,15,12,13,14,17,20,21,22,16,18,28,29,33,30,34,31,32/E:(1,2)(5,6)(8,9)/rA:62cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;d2;s3;d4;;s2d3;s1d9;s4;s5;s9d13;s6d7;d12;s8;;;s11s12;s10s16;s18s20s21;;;;;s23s24;s16d17;s17s25s27;d18;s13s19;s14s19;s18;s15s26;s1;s2;s3;s4;s5;s6;s7;s8;s9;s19;s19;s20;s21;s22;s23;s23;s23;s24;s24;s24;s25;s25;s25;s26;s26;s26;s27;s33;/rC:1.7887,-1.1982,0;-2.2805,2.5283,0;-.6908,3.2234,0;-2.4219,-.9884,0;2.6585,-1.7031,0;-2.6832,3.4494,0;-1.0935,4.1444,0;-3.2854,-.4841,0;.9083,-2.6947,0;-1.2864,2.42,0;.9136,-1.6941,0;-1.5493,-.492,0;2.6445,-2.7087,0;1.7683,-3.2051,0;-2.0918,4.2621,0;-1.5428,.5127,0;-3.2803,.5214,0;1.3081,1.1625,0;2.9703,-4.3053,0;-.596,-.8089,0;-.5853,.8166,0;;-5.5101,1.3933,0;-5.8797,.0282,0;-4.1424,2.0237,0;-3.4862,5.2895,0;-5.0123,.526,0;-2.4118,1.0226,0;-4.145,1.0237,0;1.1066,2.142,0;3.3872,-3.3887,0;1.9696,-4.1919,0;2.2571,.8473,0;-2.4924,5.1783,0;1.7913,-.6982,0;-2.5765,2.1254,0;-.194,3.1671,0;-2.4247,-1.4884,0;3.0936,-1.4566,0;-3.1803,3.5035,0;-.7957,4.5461,0;-3.7197,-.7319,0;.4732,-2.9409,0;3.4446,-4.4636,0;2.8624,-4.7935,0;-.8024,-1.2643,0;-.1507,1.0638,0;.3694,-.337,0;-5.0764,1.6422,0;-5.7589,1.827,0;-5.9437,1.1444,0;-6.1285,.4619,0;-5.6308,-.4054,0;-6.3134,-.2206,0;-3.6424,2.0224,0;-4.6424,2.025,0;-4.1411,2.5237,0;-3.5418,4.7926,0;-3.4306,5.7864,0;-3.9831,5.3451,0;-4.7635,.0923,0;2.6309,1.1794,0;
Duplicates	CHEMBL103090
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000103000-0000103249/CHEMBL103090.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000103000-0000103249/CHEMBL103090.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000103000-0000103249/CHEMBL103090.sdf