CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL101891 (2035)

Formula C₂₁H₂₃N₃O₃

MW 365.43

InChIKey VROUPXPMTUMZBT-MPIMZMORNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 27

Number_Rings 3

Number_Bonds 52

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 6

HB_Donor 2

HB_Acceptor 2

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 2.36

logP 2.9967

PSA 74.43

MR 104.598

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -54.31525

PM7_Total_Energy_ev -4333.80353

PM7_Electronic_Energy_ev -34932.18115

PM7_Dipole_Debye 3.39042

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.392

PM7_LUMO_Energy_ev -0.57

PM7_COSMO_Area_square_ang 392.25

PM7_COSMO_Volue_cubic_ang 446.15

PM7_Electron_Affinity_ev 0.57

PM7_Ionization_Energy_ev 8.392

PM7_Energy_Gap_ev 7.822

PM7_Global_Hardness_ev 3.911

PM7_Global_Softness_ev 0.25568908207619534

PM7_Chemical_Potential_ev -4.481

PM7_Electronigativity_ev 4.481

PM7_Back_Donation_Energy_ev -0.97775

PM7_Electrophilicity_ev 2.567036691383278

OPENEYE_Name ~{N}-[(1~{S})-1-benzyl-2-(dimethylamino)-2-oxo-ethyl]-5-methoxy-1~{H}-indole-2-carboxamide

SMILES c1ccc(cc1)CC(C(=O)N(C)C)NC(=O)c2cc3cc(ccc3[nH]2)OC

Canonical_SMILES COc1ccc2c(c1)cc([nH]2)C(=O)N[C@H](C(=O)N(C)C)Cc1ccccc1

InChI 1/C21H23N3O3/c1-24(2)21(26)19(11-14-7-5-4-6-8-14)23-20(25)18-13-15-12-16(27-3)9-10-17(15)22-18/h4-10,12-13,19,22H,11H2,1-3H3,(H,23,25)/f/h23H

InChI_3D 1S/C21H23N3O3/c1-24(2)21(26)19(11-14-7-5-4-6-8-14)23-20(25)18-13-15-12-16(27-3)9-10-17(15)22-18/h4-10,12-13,19,22H,11H2,1-3H3,(H,23,25)/t19-/m0/s1

AuxInfo 1/1/N:17,18,19,1,2,3,4,5,7,6,20,8,9,11,10,13,12,14,21,15,16,22,23,24,25,26,27/E:(1,2)(5,6)(7,8)/F:m/E:m/rA:50cCCCCCCCCCCCCCCCCCCCCCNNNOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d6;;;s8s9;d4s5;s6d10;s7d8;d9;s14;;;;;s11;s16s20;s12s14;s15s21;s16s17s18;d15;d16;s13s19;s1;s2;s3;s4;s5;s6;s7;s8;s9;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s21;s22;s23;/rC:5.7861,-4.374,0;6.6536,-3.8764,0;4.9186,-3.8765,0;6.6535,-2.8712,0;4.9185,-2.8713,0;.868,1.5138,0;0,1.0058,0;.868,-.4978,0;2.6938,-.3125,0;1.736,-.0012,0;5.786,-2.3636,0;1.736,1.0058,0;;3.2858,.5023,0;4.2858,.5024,0;5.7858,.6364,0;6.6517,2.1365,0;7.5178,.6365,0;-.8639,-1.5013,0;5.7859,-1.3636,0;5.7859,-.3636,0;2.6938,1.3169,0;4.7859,-.3636,0;6.6518,1.1365,0;4.7857,1.3684,0;4.9197,1.1364,0;-.8653,-.5013,0;5.7861,-4.874,0;7.0862,-4.127,0;4.4859,-4.1272,0;7.0872,-2.6225,0;4.4847,-2.6226,0;.868,2.0138,0;-.4337,1.2545,0;.8677,-.9978,0;2.8483,-.788,0;6.1517,2.1364,0;7.1517,2.1365,0;6.6517,2.6365,0;7.7678,1.0695,0;7.2679,.2035,0;7.9509,.3865,0;-1.3639,-1.502,0;-.3639,-1.5005,0;-.8631,-2.0012,0;6.2859,-1.3636,0;5.2859,-1.3636,0;6.2859,-.3636,0;2.8483,1.7924,0;4.5359,-.7967,0;

Duplicates CHEMBL101891

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000101750-0000101999/CHEMBL101891.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000101750-0000101999/CHEMBL101891.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000101750-0000101999/CHEMBL101891.sdf

Formula	C₂₁H₂₃N₃O₃
MW	365.43
InChIKey	VROUPXPMTUMZBT-MPIMZMORNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	27
Number_Rings	3
Number_Bonds	52
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	6
HB_Donor	2
HB_Acceptor	2
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	2.36
logP	2.9967
PSA	74.43
MR	104.598
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-54.31525
PM7_Total_Energy_ev	-4333.80353
PM7_Electronic_Energy_ev	-34932.18115
PM7_Dipole_Debye	3.39042
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.392
PM7_LUMO_Energy_ev	-0.57
PM7_COSMO_Area_square_ang	392.25
PM7_COSMO_Volue_cubic_ang	446.15
PM7_Electron_Affinity_ev	0.57
PM7_Ionization_Energy_ev	8.392
PM7_Energy_Gap_ev	7.822
PM7_Global_Hardness_ev	3.911
PM7_Global_Softness_ev	0.25568908207619534
PM7_Chemical_Potential_ev	-4.481
PM7_Electronigativity_ev	4.481
PM7_Back_Donation_Energy_ev	-0.97775
PM7_Electrophilicity_ev	2.567036691383278
OPENEYE_Name	~{N}-[(1~{S})-1-benzyl-2-(dimethylamino)-2-oxo-ethyl]-5-methoxy-1~{H}-indole-2-carboxamide
SMILES	c1ccc(cc1)CC(C(=O)N(C)C)NC(=O)c2cc3cc(ccc3[nH]2)OC
Canonical_SMILES	COc1ccc2c(c1)cc([nH]2)C(=O)N[C@H](C(=O)N(C)C)Cc1ccccc1
InChI	1/C21H23N3O3/c1-24(2)21(26)19(11-14-7-5-4-6-8-14)23-20(25)18-13-15-12-16(27-3)9-10-17(15)22-18/h4-10,12-13,19,22H,11H2,1-3H3,(H,23,25)/f/h23H
InChI_3D	1S/C21H23N3O3/c1-24(2)21(26)19(11-14-7-5-4-6-8-14)23-20(25)18-13-15-12-16(27-3)9-10-17(15)22-18/h4-10,12-13,19,22H,11H2,1-3H3,(H,23,25)/t19-/m0/s1
AuxInfo	1/1/N:17,18,19,1,2,3,4,5,7,6,20,8,9,11,10,13,12,14,21,15,16,22,23,24,25,26,27/E:(1,2)(5,6)(7,8)/F:m/E:m/rA:50cCCCCCCCCCCCCCCCCCCCCCNNNOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d6;;;s8s9;d4s5;s6d10;s7d8;d9;s14;;;;;s11;s16s20;s12s14;s15s21;s16s17s18;d15;d16;s13s19;s1;s2;s3;s4;s5;s6;s7;s8;s9;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s21;s22;s23;/rC:5.7861,-4.374,0;6.6536,-3.8764,0;4.9186,-3.8765,0;6.6535,-2.8712,0;4.9185,-2.8713,0;.868,1.5138,0;0,1.0058,0;.868,-.4978,0;2.6938,-.3125,0;1.736,-.0012,0;5.786,-2.3636,0;1.736,1.0058,0;;3.2858,.5023,0;4.2858,.5024,0;5.7858,.6364,0;6.6517,2.1365,0;7.5178,.6365,0;-.8639,-1.5013,0;5.7859,-1.3636,0;5.7859,-.3636,0;2.6938,1.3169,0;4.7859,-.3636,0;6.6518,1.1365,0;4.7857,1.3684,0;4.9197,1.1364,0;-.8653,-.5013,0;5.7861,-4.874,0;7.0862,-4.127,0;4.4859,-4.1272,0;7.0872,-2.6225,0;4.4847,-2.6226,0;.868,2.0138,0;-.4337,1.2545,0;.8677,-.9978,0;2.8483,-.788,0;6.1517,2.1364,0;7.1517,2.1365,0;6.6517,2.6365,0;7.7678,1.0695,0;7.2679,.2035,0;7.9509,.3865,0;-1.3639,-1.502,0;-.3639,-1.5005,0;-.8631,-2.0012,0;6.2859,-1.3636,0;5.2859,-1.3636,0;6.2859,-.3636,0;2.8483,1.7924,0;4.5359,-.7967,0;
Duplicates	CHEMBL101891
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000101750-0000101999/CHEMBL101891.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000101750-0000101999/CHEMBL101891.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000101750-0000101999/CHEMBL101891.sdf