CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5196855 (2539695)

Formula C₂₁H₂₂Cl₂N₂O

MW 389.32

InChIKey RCUHXFJCWLEUMZ-LNNLXFCONA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 26

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 1

XLogP3 0

XLogP 5.51

logP 6.078

PSA 44.89

MR 106.204

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -32.92615

PM7_Total_Energy_ev -4078.97637

PM7_Electronic_Energy_ev -33154.73518

PM7_Dipole_Debye 1.40992

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.305

PM7_LUMO_Energy_ev -0.654

PM7_COSMO_Area_square_ang 376.99

PM7_COSMO_Volue_cubic_ang 440.64

PM7_Electron_Affinity_ev 0.654

PM7_Ionization_Energy_ev 9.305

PM7_Energy_Gap_ev 8.651

PM7_Global_Hardness_ev 4.3255

PM7_Global_Softness_ev 0.2311871459946827

PM7_Chemical_Potential_ev -4.9795

PM7_Electronigativity_ev 4.9795

PM7_Back_Donation_Energy_ev -1.081375

PM7_Electrophilicity_ev 2.866191220668131

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

SMILES c1cc(cc(c1c2cc([nH]c2)C(=O)NC34CC5CC(C3)CC(C5)C4)Cl)Cl

Canonical_SMILES Clc1ccc(c(c1)Cl)c1c[nH]c(c1)C(=O)N[C@]12C[C@H]3C[C@@H](C2)C[C@@H](C1)C3

InChI 1/C21H22Cl2N2O/c22-16-1-2-17(18(23)7-16)15-6-19(24-11-15)20(26)25-21-8-12-3-13(9-21)5-14(4-12)10-21/h1-2,6-7,11-14,24H,3-5,8-10H2,(H,25,26)/f/h25H

InChI_3D 1S/C21H22Cl2N2O/c22-16-1-2-17(18(23)7-16)15-6-19(24-11-15)20(26)25-21-8-12-3-13(9-21)5-14(4-12)10-21/h1-2,6-7,11-14,24H,3-5,8-10H2,(H,25,26)/t12-,13+,14-,21-

AuxInfo 1/1/N:2,1,12,13,14,3,4,15,16,17,5,18,19,20,7,8,6,9,10,11,21,25,26,22,23,24/E:(3,4,5)(8,9,10)(12,13,14)/F:m/E:m/rA:48nCCCCCCCCCCCCCCCCCCCCCNNOClClHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1;s3d5s6;s2d4;s4d6;d3;s10;;;;;;;s12s13s15;s12s14s16;s13s14s17;s15s16s17;s5s10;s11s21;d11;s8;s9;s1;s2;s3;s4;s5;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s17;s18;s19;s20;s22;s23;/rC:1.1756,-1.7263,0;1.7624,-2.5361,0;;3.1704,-1.522,0;1.3133,.9518,0;1.5883,-.8097,0;1.0015,0,0;2.7577,-2.4386,0;2.5878,-.7029,0;-.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;3.3409,-3.2509,0;2.9983,.2089,0;.6782,-1.7772,0;1.5572,-2.992,0;-.2944,-.4041,0;3.668,-1.4733,0;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 CHEMBL5196855

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196750-0005196999/CHEMBL5196855.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196750-0005196999/CHEMBL5196855.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196750-0005196999/CHEMBL5196855.sdf

Formula	C₂₁H₂₂Cl₂N₂O
MW	389.32
InChIKey	RCUHXFJCWLEUMZ-LNNLXFCONA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	26
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	1
XLogP3	0
XLogP	5.51
logP	6.078
PSA	44.89
MR	106.204
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-32.92615
PM7_Total_Energy_ev	-4078.97637
PM7_Electronic_Energy_ev	-33154.73518
PM7_Dipole_Debye	1.40992
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.305
PM7_LUMO_Energy_ev	-0.654
PM7_COSMO_Area_square_ang	376.99
PM7_COSMO_Volue_cubic_ang	440.64
PM7_Electron_Affinity_ev	0.654
PM7_Ionization_Energy_ev	9.305
PM7_Energy_Gap_ev	8.651
PM7_Global_Hardness_ev	4.3255
PM7_Global_Softness_ev	0.2311871459946827
PM7_Chemical_Potential_ev	-4.9795
PM7_Electronigativity_ev	4.9795
PM7_Back_Donation_Energy_ev	-1.081375
PM7_Electrophilicity_ev	2.866191220668131
OPENEYE_Name	~{N}-(1-adamantyl)-4-(2,4-dichlorophenyl)-1~{H}-pyrrole-2-carboxamide
SMILES	c1cc(cc(c1c2cc([nH]c2)C(=O)NC34CC5CC(C3)CC(C5)C4)Cl)Cl
Canonical_SMILES	Clc1ccc(c(c1)Cl)c1c[nH]c(c1)C(=O)N[C@]12C[C@H]3C[C@@H](C2)C[C@@H](C1)C3
InChI	1/C21H22Cl2N2O/c22-16-1-2-17(18(23)7-16)15-6-19(24-11-15)20(26)25-21-8-12-3-13(9-21)5-14(4-12)10-21/h1-2,6-7,11-14,24H,3-5,8-10H2,(H,25,26)/f/h25H
InChI_3D	1S/C21H22Cl2N2O/c22-16-1-2-17(18(23)7-16)15-6-19(24-11-15)20(26)25-21-8-12-3-13(9-21)5-14(4-12)10-21/h1-2,6-7,11-14,24H,3-5,8-10H2,(H,25,26)/t12-,13+,14-,21-
AuxInfo	1/1/N:2,1,12,13,14,3,4,15,16,17,5,18,19,20,7,8,6,9,10,11,21,25,26,22,23,24/E:(3,4,5)(8,9,10)(12,13,14)/F:m/E:m/rA:48nCCCCCCCCCCCCCCCCCCCCCNNOClClHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1;s3d5s6;s2d4;s4d6;d3;s10;;;;;;;s12s13s15;s12s14s16;s13s14s17;s15s16s17;s5s10;s11s21;d11;s8;s9;s1;s2;s3;s4;s5;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s17;s18;s19;s20;s22;s23;/rC:1.1756,-1.7263,0;1.7624,-2.5361,0;;3.1704,-1.522,0;1.3133,.9518,0;1.5883,-.8097,0;1.0015,0,0;2.7577,-2.4386,0;2.5878,-.7029,0;-.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;3.3409,-3.2509,0;2.9983,.2089,0;.6782,-1.7772,0;1.5572,-2.992,0;-.2944,-.4041,0;3.668,-1.4733,0;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	CHEMBL5196855
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196750-0005196999/CHEMBL5196855.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196750-0005196999/CHEMBL5196855.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196750-0005196999/CHEMBL5196855.sdf