CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5189595 (2531688)

Formula C₂₁H₂₃ClN₂O

MW 354.88

InChIKey YKXVKIWVIHKDAV-LQFNOIFHNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 25

Number_Rings 5

Number_Bonds 52

Rotat_Bonds 4

Unbranched_Chain 1

Chiral_Centers 0

ONatoms 3

HB_Donor 2

HB_Acceptor 1

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 3

Lipinski_Violations 0

XLogP3 0

XLogP 4.89

logP 5.4246

PSA 44.89

MR 101.194

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -23.96369

PM7_Total_Energy_ev -3825.46818

PM7_Electronic_Energy_ev -30831.20293

PM7_Dipole_Debye 2.08538

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.047

PM7_LUMO_Energy_ev -0.396

PM7_COSMO_Area_square_ang 361.5

PM7_COSMO_Volue_cubic_ang 417.38

PM7_Electron_Affinity_ev 0.396

PM7_Ionization_Energy_ev 9.047

PM7_Energy_Gap_ev 8.651

PM7_Global_Hardness_ev 4.3255

PM7_Global_Softness_ev 0.2311871459946827

PM7_Chemical_Potential_ev -4.7215

PM7_Electronigativity_ev 4.7215

PM7_Back_Donation_Energy_ev -1.081375

PM7_Electrophilicity_ev 2.576876921743151

OPENEYE_Name ~{N}-(1-adamantyl)-4-(4-chlorophenyl)-1~{H}-pyrrole-2-carboxamide

SMILES c1cc(ccc1c2cc([nH]c2)C(=O)NC34CC5CC(C3)CC(C5)C4)Cl

Canonical_SMILES O=C(c1[nH]cc(c1)c1ccc(cc1)Cl)N[C@]12C[C@H]3C[C@@H](C2)C[C@@H](C1)C3

InChI 1/C21H23ClN2O/c22-18-3-1-16(2-4-18)17-8-19(23-12-17)20(25)24-21-9-13-5-14(10-21)7-15(6-13)11-21/h1-4,8,12-15,23H,5-7,9-11H2,(H,24,25)/f/h24H

InChI_3D 1S/C21H23ClN2O/c22-18-3-1-16(2-4-18)17-8-19(23-12-17)20(25)24-21-9-13-5-14(10-21)7-15(6-13)11-21/h1-4,8,12-15,23H,5-7,9-11H2,(H,24,25)/t13-,14+,15-,21-

AuxInfo 1/1/N:1,2,3,4,12,13,14,5,15,16,17,6,18,19,20,7,8,9,10,11,21,25,22,23,24/E:(1,2)(3,4)(5,6,7)(9,10,11)(13,14,15)/F:m/E:m/rA:48nCCCCCCCCCCCCCCCCCCCCCNNOClHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;s1d2;s5d6s7;s3d4;d5;s10;;;;;;;s12s13s15;s12s14s16;s13s14s17;s15s16s17;s6s10;s11s21;d11;s9;s1;s2;s3;s4;s5;s6;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s17;s18;s19;s20;s22;s23;/rC:2.5827,-.7035,0;1.1778,-1.7216,0;3.1725,-1.5174,0;1.7677,-2.5356,0;;1.3133,.9518,0;1.5883,-.8097,0;1.0015,0,0;2.768,-2.4376,0;-.3065,.9518,0;-1.2577,1.2604,0;-4.641,3.2711,0;-5.318,1.3261,0;-4.6095,1.3982,0;-3.5765,1.8514,0;-3.0007,1.9083,0;-3.6198,.0667,0;-4.6575,2.1676,0;-4.0153,2.2025,0;-4.655,.3813,0;-2.9517,.8996,0;.5008,1.5426,0;-2.0006,.591,0;-1.466,2.2385,0;3.3548,-3.2473,0;2.7859,-.2467,0;.6804,-1.7726,0;3.6697,-1.4643,0;1.5624,-2.9915,0;-.2944,-.4041,0;1.789,1.1056,0;-5.1095,3.4458,0;-4.3192,3.6538,0;-5.6973,1.0002,0;-5.6793,1.6717,0;-5.0898,1.2592,0;-4.8952,1.8085,0;-3.5785,2.3513,0;-3.0978,1.9955,0;-2.9151,2.4009,0;-2.5017,1.8774,0;-3.1932,-.1942,0;-3.8245,-.3894,0;-5.1289,2.3345,0;-3.7081,2.597,0;-4.9483,-.0237,0;.5,2.0426,0;-1.8964,.102,0;

Duplicates CHEMBL5189595

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189500-0005189749/CHEMBL5189595.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189500-0005189749/CHEMBL5189595.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189500-0005189749/CHEMBL5189595.sdf

Formula	C₂₁H₂₃ClN₂O
MW	354.88
InChIKey	YKXVKIWVIHKDAV-LQFNOIFHNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	25
Number_Rings	5
Number_Bonds	52
Rotat_Bonds	4
Unbranched_Chain	1
Chiral_Centers	0
ONatoms	3
HB_Donor	2
HB_Acceptor	1
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	3
Lipinski_Violations	0
XLogP3	0
XLogP	4.89
logP	5.4246
PSA	44.89
MR	101.194
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-23.96369
PM7_Total_Energy_ev	-3825.46818
PM7_Electronic_Energy_ev	-30831.20293
PM7_Dipole_Debye	2.08538
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.047
PM7_LUMO_Energy_ev	-0.396
PM7_COSMO_Area_square_ang	361.5
PM7_COSMO_Volue_cubic_ang	417.38
PM7_Electron_Affinity_ev	0.396
PM7_Ionization_Energy_ev	9.047
PM7_Energy_Gap_ev	8.651
PM7_Global_Hardness_ev	4.3255
PM7_Global_Softness_ev	0.2311871459946827
PM7_Chemical_Potential_ev	-4.7215
PM7_Electronigativity_ev	4.7215
PM7_Back_Donation_Energy_ev	-1.081375
PM7_Electrophilicity_ev	2.576876921743151
OPENEYE_Name	~{N}-(1-adamantyl)-4-(4-chlorophenyl)-1~{H}-pyrrole-2-carboxamide
SMILES	c1cc(ccc1c2cc([nH]c2)C(=O)NC34CC5CC(C3)CC(C5)C4)Cl
Canonical_SMILES	O=C(c1[nH]cc(c1)c1ccc(cc1)Cl)N[C@]12C[C@H]3C[C@@H](C2)C[C@@H](C1)C3
InChI	1/C21H23ClN2O/c22-18-3-1-16(2-4-18)17-8-19(23-12-17)20(25)24-21-9-13-5-14(10-21)7-15(6-13)11-21/h1-4,8,12-15,23H,5-7,9-11H2,(H,24,25)/f/h24H
InChI_3D	1S/C21H23ClN2O/c22-18-3-1-16(2-4-18)17-8-19(23-12-17)20(25)24-21-9-13-5-14(10-21)7-15(6-13)11-21/h1-4,8,12-15,23H,5-7,9-11H2,(H,24,25)/t13-,14+,15-,21-
AuxInfo	1/1/N:1,2,3,4,12,13,14,5,15,16,17,6,18,19,20,7,8,9,10,11,21,25,22,23,24/E:(1,2)(3,4)(5,6,7)(9,10,11)(13,14,15)/F:m/E:m/rA:48nCCCCCCCCCCCCCCCCCCCCCNNOClHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;s1d2;s5d6s7;s3d4;d5;s10;;;;;;;s12s13s15;s12s14s16;s13s14s17;s15s16s17;s6s10;s11s21;d11;s9;s1;s2;s3;s4;s5;s6;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s17;s18;s19;s20;s22;s23;/rC:2.5827,-.7035,0;1.1778,-1.7216,0;3.1725,-1.5174,0;1.7677,-2.5356,0;;1.3133,.9518,0;1.5883,-.8097,0;1.0015,0,0;2.768,-2.4376,0;-.3065,.9518,0;-1.2577,1.2604,0;-4.641,3.2711,0;-5.318,1.3261,0;-4.6095,1.3982,0;-3.5765,1.8514,0;-3.0007,1.9083,0;-3.6198,.0667,0;-4.6575,2.1676,0;-4.0153,2.2025,0;-4.655,.3813,0;-2.9517,.8996,0;.5008,1.5426,0;-2.0006,.591,0;-1.466,2.2385,0;3.3548,-3.2473,0;2.7859,-.2467,0;.6804,-1.7726,0;3.6697,-1.4643,0;1.5624,-2.9915,0;-.2944,-.4041,0;1.789,1.1056,0;-5.1095,3.4458,0;-4.3192,3.6538,0;-5.6973,1.0002,0;-5.6793,1.6717,0;-5.0898,1.2592,0;-4.8952,1.8085,0;-3.5785,2.3513,0;-3.0978,1.9955,0;-2.9151,2.4009,0;-2.5017,1.8774,0;-3.1932,-.1942,0;-3.8245,-.3894,0;-5.1289,2.3345,0;-3.7081,2.597,0;-4.9483,-.0237,0;.5,2.0426,0;-1.8964,.102,0;
Duplicates	CHEMBL5189595
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189500-0005189749/CHEMBL5189595.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189500-0005189749/CHEMBL5189595.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189500-0005189749/CHEMBL5189595.sdf