CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL101424 (1504)

Formula C₂₇H₂₅NO₅

MW 443.5

InChIKey XBXKAPLYGJALOL-PKRZOPRNNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 58

Number_Heavy_Atoms 33

Number_Rings 5

Number_Bonds 62

Rotat_Bonds 8

Unbranched_Chain 4

Chiral_Centers 3

ONatoms 6

HB_Donor 1

HB_Acceptor 3

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 3.62

logP 4.9157

PSA 77.88

MR 123.883

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -100.67645

PM7_Total_Energy_ev -5314.6975

PM7_Electronic_Energy_ev -48055.04885

PM7_Dipole_Debye 3.91879

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.856

PM7_LUMO_Energy_ev -0.202

PM7_COSMO_Area_square_ang 435.51

PM7_COSMO_Volue_cubic_ang 536.77

PM7_Electron_Affinity_ev 0.202

PM7_Ionization_Energy_ev 8.856

PM7_Energy_Gap_ev 8.654

PM7_Global_Hardness_ev 4.327

PM7_Global_Softness_ev 0.23110700254217703

PM7_Chemical_Potential_ev -4.529

PM7_Electronigativity_ev 4.529

PM7_Back_Donation_Energy_ev -1.08175

PM7_Electrophilicity_ev 2.3702150450658657

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

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

Canonical_SMILES C=CCCc1ccc2c(n1)[C@@H](c1ccc(cc1)OC)[C@@H]([C@H]2c1ccc2c(c1)OCO2)C(=O)O

InChI 1/C27H25NO5/c1-3-4-5-18-9-12-20-23(17-8-13-21-22(14-17)33-15-32-21)25(27(29)30)24(26(20)28-18)16-6-10-19(31-2)11-7-16/h3,6-14,23-25H,1,4-5,15H2,2H3,(H,29,30)/f/h29H

InChI_3D 1S/C27H25NO5/c1-3-4-5-18-9-12-20-23(17-8-13-21-22(14-17)33-15-32-21)25(27(29)30)24(26(20)28-18)16-6-10-19(31-2)11-7-16/h3,6-14,23-25H,1,4-5,15H2,2H3,(H,29,30)/t23-,24-,25+/m0/s1

AuxInfo 1/1/N:18,25,19,27,26,2,3,1,8,6,7,4,5,9,21,10,11,17,15,12,13,14,22,23,24,16,20,28,29,32,33,30,31/E:(6,7)(10,11)(29,30)/F:18,25,19,27,26,2,3,1,8,6,7,4,5,9,21,10,11,17,15,12,13,14,22,23,24,16,20,28,32,29,33,30,31/E:(6,7)(10,11)/rA:58cCCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;d2;s3;d4;;s2d3;s1d9;s4;s5;s9d13;s6d7;d12;s8;;d18;;;s11s12;s10s16;s20s22s23;;s17;s19s26;s16d17;d20;s13s21;s14s21;s20;s15s25;s1;s2;s3;s4;s5;s6;s7;s8;s9;s18;s18;s19;s21;s21;s22;s23;s24;s25;s25;s25;s26;s26;s27;s27;s32;/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;-5.8718,3.0282,0;-5.8744,2.0282,0;1.3081,1.1625,0;2.9703,-4.3053,0;-.596,-.8089,0;-.5853,.8166,0;;-3.4862,5.2895,0;-4.145,1.0237,0;-5.0097,1.526,0;-2.4118,1.0226,0;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;-6.3041,3.2794,0;-5.4381,3.2771,0;-6.3081,1.7794,0;3.4446,-4.4636,0;2.8624,-4.7935,0;-.8024,-1.2643,0;-.1507,1.0638,0;.3694,-.337,0;-3.5418,4.7926,0;-3.4306,5.7864,0;-3.9831,5.3451,0;-4.3961,.5913,0;-3.8939,1.456,0;-4.7586,1.9583,0;-5.2608,1.0936,0;2.6309,1.1794,0;

Duplicates CHEMBL101424

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000101250-0000101499/CHEMBL101424.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000101250-0000101499/CHEMBL101424.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000101250-0000101499/CHEMBL101424.sdf

Formula	C₂₇H₂₅NO₅
MW	443.5
InChIKey	XBXKAPLYGJALOL-PKRZOPRNNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	58
Number_Heavy_Atoms	33
Number_Rings	5
Number_Bonds	62
Rotat_Bonds	8
Unbranched_Chain	4
Chiral_Centers	3
ONatoms	6
HB_Donor	1
HB_Acceptor	3
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	3.62
logP	4.9157
PSA	77.88
MR	123.883
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-100.67645
PM7_Total_Energy_ev	-5314.6975
PM7_Electronic_Energy_ev	-48055.04885
PM7_Dipole_Debye	3.91879
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.856
PM7_LUMO_Energy_ev	-0.202
PM7_COSMO_Area_square_ang	435.51
PM7_COSMO_Volue_cubic_ang	536.77
PM7_Electron_Affinity_ev	0.202
PM7_Ionization_Energy_ev	8.856
PM7_Energy_Gap_ev	8.654
PM7_Global_Hardness_ev	4.327
PM7_Global_Softness_ev	0.23110700254217703
PM7_Chemical_Potential_ev	-4.529
PM7_Electronigativity_ev	4.529
PM7_Back_Donation_Energy_ev	-1.08175
PM7_Electrophilicity_ev	2.3702150450658657
OPENEYE_Name	(5~{S},6~{R},7~{R})-5-(1,3-benzodioxol-5-yl)-2-but-3-enyl-7-(4-methoxyphenyl)-6,7-dihydro-5~{H}-cyclopenta[b]pyridine-6-carboxylic acid
SMILES	c1cc2c(cc1C3c4ccc(nc4C(C3C(=O)O)c5ccc(cc5)OC)CCC=C)OCO2
Canonical_SMILES	C=CCCc1ccc2c(n1)[C@@H](c1ccc(cc1)OC)[C@@H]([C@H]2c1ccc2c(c1)OCO2)C(=O)O
InChI	1/C27H25NO5/c1-3-4-5-18-9-12-20-23(17-8-13-21-22(14-17)33-15-32-21)25(27(29)30)24(26(20)28-18)16-6-10-19(31-2)11-7-16/h3,6-14,23-25H,1,4-5,15H2,2H3,(H,29,30)/f/h29H
InChI_3D	1S/C27H25NO5/c1-3-4-5-18-9-12-20-23(17-8-13-21-22(14-17)33-15-32-21)25(27(29)30)24(26(20)28-18)16-6-10-19(31-2)11-7-16/h3,6-14,23-25H,1,4-5,15H2,2H3,(H,29,30)/t23-,24-,25+/m0/s1
AuxInfo	1/1/N:18,25,19,27,26,2,3,1,8,6,7,4,5,9,21,10,11,17,15,12,13,14,22,23,24,16,20,28,29,32,33,30,31/E:(6,7)(10,11)(29,30)/F:18,25,19,27,26,2,3,1,8,6,7,4,5,9,21,10,11,17,15,12,13,14,22,23,24,16,20,28,32,29,33,30,31/E:(6,7)(10,11)/rA:58cCCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;d2;s3;d4;;s2d3;s1d9;s4;s5;s9d13;s6d7;d12;s8;;d18;;;s11s12;s10s16;s20s22s23;;s17;s19s26;s16d17;d20;s13s21;s14s21;s20;s15s25;s1;s2;s3;s4;s5;s6;s7;s8;s9;s18;s18;s19;s21;s21;s22;s23;s24;s25;s25;s25;s26;s26;s27;s27;s32;/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;-5.8718,3.0282,0;-5.8744,2.0282,0;1.3081,1.1625,0;2.9703,-4.3053,0;-.596,-.8089,0;-.5853,.8166,0;;-3.4862,5.2895,0;-4.145,1.0237,0;-5.0097,1.526,0;-2.4118,1.0226,0;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;-6.3041,3.2794,0;-5.4381,3.2771,0;-6.3081,1.7794,0;3.4446,-4.4636,0;2.8624,-4.7935,0;-.8024,-1.2643,0;-.1507,1.0638,0;.3694,-.337,0;-3.5418,4.7926,0;-3.4306,5.7864,0;-3.9831,5.3451,0;-4.3961,.5913,0;-3.8939,1.456,0;-4.7586,1.9583,0;-5.2608,1.0936,0;2.6309,1.1794,0;
Duplicates	CHEMBL101424
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000101250-0000101499/CHEMBL101424.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000101250-0000101499/CHEMBL101424.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000101250-0000101499/CHEMBL101424.sdf