CompChem-Database: compound details

CompChem-Database: details for selected entry

DB12764 (10550)

Formula C₂₃H₂₅ClN₂O

MW 380.92

InChIKey CAOTVXGYTWCKQE-HXTKINSTNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 27

Number_Rings 5

Number_Bonds 56

Rotat_Bonds 5

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 3

HB_Donor 1

HB_Acceptor 2

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 3

Lipinski_Violations 0

XLogP3 0

XLogP 4.74

logP 5.2803

PSA 41.99

MR 107.86

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -17.33397

PM7_Total_Energy_ev -4097.90791

PM7_Electronic_Energy_ev -36113.19428

PM7_Dipole_Debye 4.88036

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.573

PM7_LUMO_Energy_ev -0.354

PM7_COSMO_Area_square_ang 379.89

PM7_COSMO_Volue_cubic_ang 457.29

PM7_Electron_Affinity_ev 0.354

PM7_Ionization_Energy_ev 9.573

PM7_Energy_Gap_ev 9.219

PM7_Global_Hardness_ev 4.6095

PM7_Global_Softness_ev 0.21694326933506888

PM7_Chemical_Potential_ev -4.9635

PM7_Electronigativity_ev 4.9635

PM7_Back_Donation_Energy_ev -1.152375

PM7_Electrophilicity_ev 2.6723432313699966

OPENEYE_Name (5~{R},7~{S})-3-(4-chlorophenyl)-~{N}-(4-pyridylmethyl)adamantane-1-carboxamide

SMILES c1cc(ccc1C23CC4CC(C2)CC(C4)(C3)C(=O)NCc5ccncc5)Cl

Canonical_SMILES Clc1ccc(cc1)[C@]12C[C@@H]3C[C@H](C1)C[C@](C2)(C3)C(=O)NCc1ccncc1

InChI 1/C23H25ClN2O/c24-20-3-1-19(2-4-20)22-10-17-9-18(11-22)13-23(12-17,15-22)21(27)26-14-16-5-7-25-8-6-16/h1-8,17-18H,9-15H2,(H,26,27)/f/h26H

InChI_3D 1S/C23H25ClN2O/c24-20-3-1-19(2-4-20)22-10-17-9-18(11-22)13-23(12-17,15-22)21(27)26-14-16-5-7-25-8-6-16/h1-8,17-18H,9-15H2,(H,26,27)/t17-,18+,22+,23-

AuxInfo 1/1/N:1,2,3,4,5,6,7,8,13,14,15,16,17,23,18,10,19,20,9,11,12,21,22,27,24,25,26/E:(1,2)(3,4)(5,6)(7,8)(10,11)(12,13)(17,18)/F:m/E:m/rA:52cCCCCCCCCCCCCCCCCCCCCCCCNNOClHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;d5;s6;s1d2;s5d6;s3d4;;;;;;;;s13s14s16;s13s15s17;s9s14s15s18;s12s16s17s18;s10;s7d8;s12s23;d12;s11;s1;s2;s3;s4;s5;s6;s7;s8;s13;s13;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s20;s23;s23;s25;/rC:3.5767,-4.5961,0;3.0421,-6.2468,0;4.533,-4.9058,0;3.9985,-6.5564,0;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;2.8361,-5.2682,0;;4.7487,-5.8875,0;.866,-2.5,0;-.8683,-5.8387,0;1.1907,-5.8824,0;.9034,-5.2307,0;.1536,-4.388,0;-.0783,-3.8579,0;1.8644,-3.8784,0;.1864,-5.5139,0;-.045,-4.9138,0;1.8847,-4.9601,0;.866,-3.5,0;0,-1,0;0,2.0104,0;0,-2,0;1.7321,-2,0;5.7001,-6.1956,0;3.4715,-4.1073,0;2.6704,-6.5811,0;4.9032,-4.5698,0;4.1015,-7.0457,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;-.89,-6.3382,0;-1.3317,-5.6508,0;1.6177,-6.1426,0;.9734,-6.3327,0;1.1839,-5.6447,0;.6013,-5.6291,0;-.3214,-4.5442,0;-.1313,-3.9771,0;-.5733,-3.9285,0;-.203,-3.3737,0;1.9809,-3.3921,0;2.3615,-3.9324,0;.1731,-6.0137,0;-.5151,-4.7433,0;.5,-1,0;-.5,-1,0;-.433,-2.25,0;

Duplicates DB12764

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012750-0000012999/DB12764.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012750-0000012999/DB12764.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012750-0000012999/DB12764.sdf

Formula	C₂₃H₂₅ClN₂O
MW	380.92
InChIKey	CAOTVXGYTWCKQE-HXTKINSTNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	27
Number_Rings	5
Number_Bonds	56
Rotat_Bonds	5
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	3
HB_Donor	1
HB_Acceptor	2
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	3
Lipinski_Violations	0
XLogP3	0
XLogP	4.74
logP	5.2803
PSA	41.99
MR	107.86
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-17.33397
PM7_Total_Energy_ev	-4097.90791
PM7_Electronic_Energy_ev	-36113.19428
PM7_Dipole_Debye	4.88036
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.573
PM7_LUMO_Energy_ev	-0.354
PM7_COSMO_Area_square_ang	379.89
PM7_COSMO_Volue_cubic_ang	457.29
PM7_Electron_Affinity_ev	0.354
PM7_Ionization_Energy_ev	9.573
PM7_Energy_Gap_ev	9.219
PM7_Global_Hardness_ev	4.6095
PM7_Global_Softness_ev	0.21694326933506888
PM7_Chemical_Potential_ev	-4.9635
PM7_Electronigativity_ev	4.9635
PM7_Back_Donation_Energy_ev	-1.152375
PM7_Electrophilicity_ev	2.6723432313699966
OPENEYE_Name	(5~{R},7~{S})-3-(4-chlorophenyl)-~{N}-(4-pyridylmethyl)adamantane-1-carboxamide
SMILES	c1cc(ccc1C23CC4CC(C2)CC(C4)(C3)C(=O)NCc5ccncc5)Cl
Canonical_SMILES	Clc1ccc(cc1)[C@]12C[C@@H]3C[C@H](C1)C[C@](C2)(C3)C(=O)NCc1ccncc1
InChI	1/C23H25ClN2O/c24-20-3-1-19(2-4-20)22-10-17-9-18(11-22)13-23(12-17,15-22)21(27)26-14-16-5-7-25-8-6-16/h1-8,17-18H,9-15H2,(H,26,27)/f/h26H
InChI_3D	1S/C23H25ClN2O/c24-20-3-1-19(2-4-20)22-10-17-9-18(11-22)13-23(12-17,15-22)21(27)26-14-16-5-7-25-8-6-16/h1-8,17-18H,9-15H2,(H,26,27)/t17-,18+,22+,23-
AuxInfo	1/1/N:1,2,3,4,5,6,7,8,13,14,15,16,17,23,18,10,19,20,9,11,12,21,22,27,24,25,26/E:(1,2)(3,4)(5,6)(7,8)(10,11)(12,13)(17,18)/F:m/E:m/rA:52cCCCCCCCCCCCCCCCCCCCCCCCNNOClHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;d5;s6;s1d2;s5d6;s3d4;;;;;;;;s13s14s16;s13s15s17;s9s14s15s18;s12s16s17s18;s10;s7d8;s12s23;d12;s11;s1;s2;s3;s4;s5;s6;s7;s8;s13;s13;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s20;s23;s23;s25;/rC:3.5767,-4.5961,0;3.0421,-6.2468,0;4.533,-4.9058,0;3.9985,-6.5564,0;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;2.8361,-5.2682,0;;4.7487,-5.8875,0;.866,-2.5,0;-.8683,-5.8387,0;1.1907,-5.8824,0;.9034,-5.2307,0;.1536,-4.388,0;-.0783,-3.8579,0;1.8644,-3.8784,0;.1864,-5.5139,0;-.045,-4.9138,0;1.8847,-4.9601,0;.866,-3.5,0;0,-1,0;0,2.0104,0;0,-2,0;1.7321,-2,0;5.7001,-6.1956,0;3.4715,-4.1073,0;2.6704,-6.5811,0;4.9032,-4.5698,0;4.1015,-7.0457,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;-.89,-6.3382,0;-1.3317,-5.6508,0;1.6177,-6.1426,0;.9734,-6.3327,0;1.1839,-5.6447,0;.6013,-5.6291,0;-.3214,-4.5442,0;-.1313,-3.9771,0;-.5733,-3.9285,0;-.203,-3.3737,0;1.9809,-3.3921,0;2.3615,-3.9324,0;.1731,-6.0137,0;-.5151,-4.7433,0;.5,-1,0;-.5,-1,0;-.433,-2.25,0;
Duplicates	DB12764
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012750-0000012999/DB12764.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012750-0000012999/DB12764.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012750-0000012999/DB12764.sdf