CompChem-Database: compound details

CompChem-Database: details for selected entry

DB12234 (9983)

Formula C₂₅H₂₃N₅O₂S₂

MW 489.61

InChIKey OLCWFLWEHWLBTO-LBOYIXSDNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 57

Number_Heavy_Atoms 34

Number_Rings 5

Number_Bonds 61

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 7

HB_Donor 1

HB_Acceptor 4

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 3.86

logP 5.24898

PSA 129.71

MR 139.188

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 80.49049

PM7_Total_Energy_ev -5253.57281

PM7_Electronic_Energy_ev -51075.88098

PM7_Dipole_Debye 4.40061

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.779

PM7_LUMO_Energy_ev -1.13

PM7_COSMO_Area_square_ang 432.01

PM7_COSMO_Volue_cubic_ang 569.27

PM7_Electron_Affinity_ev 1.13

PM7_Ionization_Energy_ev 8.779

PM7_Energy_Gap_ev 7.649

PM7_Global_Hardness_ev 3.8245

PM7_Global_Softness_ev 0.2614720878546215

PM7_Chemical_Potential_ev -4.9545

PM7_Electronigativity_ev 4.9545

PM7_Back_Donation_Energy_ev -0.956125

PM7_Electrophilicity_ev 3.209186854490783

OPENEYE_Name (3~{R},4~{S})-3-benzyl-1-(1~{H}-imidazol-5-ylmethyl)-4-(2-thienylsulfonyl)-3,5-dihydro-2~{H}-1,4-benzodiazepine-7-carbonitrile

SMILES C(#N)c1ccc2c(c1)CN(C(CN2Cc3cnc[nH]3)Cc4ccccc4)S(=O)(=O)c5cccs5

Canonical_SMILES N#Cc1ccc2c(c1)CN([C@@H](CN2Cc1[nH]cnc1)Cc1ccccc1)S(=O)(=O)c1cccs1

InChI 1/C25H23N5O2S2/c26-13-20-8-9-24-21(11-20)15-30(34(31,32)25-7-4-10-33-25)23(12-19-5-2-1-3-6-19)17-29(24)16-22-14-27-18-28-22/h1-11,14,18,23H,12,15-17H2,(H,27,28)/f/h28H

InChI_3D 1S/C25H23N5O2S2/c26-13-20-8-9-24-21(11-20)15-30(34(31,32)25-7-4-10-33-25)23(12-19-5-2-1-3-6-19)17-29(24)16-22-14-27-18-28-22/h1-11,14,18,23H,12,15-17H2,(H,27,28)/t23-/m1/s1

AuxInfo 1/1/N:2,3,4,5,7,8,10,6,9,13,11,24,1,12,21,25,22,14,17,15,16,19,23,18,20,26,27,28,29,30,31,32,33,34/E:(2,3)(5,6)(31,32)/F:m/E:m/CRV:34.6/rA:57cCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNOOSSHHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;s2;;;s3;d4;d6;s5;;;d5;;s1s6d11;s11;d7s8;s9d16;d12;d10;s16;;s22;s17s23;s19;t1;s12d14;s14s19;s18s22s25;s21s23;;;s13s20;s20s30d31d32;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s14;s21;s21;s22;s22;s23;s24;s24;s25;s25;s28;/rC:-.7278,-.6857,0;6.6516,5.1581,0;7.0299,4.2324,0;5.6616,5.2992,0;7.1939,-1.832,0;-.2322,.9784,0;6.4118,3.4396,0;5.0435,4.5064,0;.5003,1.6662,0;6.6343,-1.0014,0;.9648,-.2906,0;1.6655,4.852,0;6.5758,-2.618,0;.0677,5.1304,0;;1.6906,.4013,0;5.4155,3.5726,0;1.4584,1.3796,0;1.1964,3.9688,0;5.6707,-1.2746,0;2.6022,-.0243,0;3.0873,2.1814,0;3.7246,1.4039,0;4.8006,2.784,0;1.6379,3.0716,0;-1.4557,-1.3715,0;.9676,5.5702,0;.2102,4.1361,0;2.0794,2.1743,0;3.5069,.4226,0;4.2667,-1.4443,0;5.501,.1294,0;5.6347,-2.2786,0;4.8838,-.6575,0;6.959,5.5524,0;7.5252,4.164,0;5.4745,5.7628,0;7.6935,-1.8503,0;-.711,1.1223,0;6.6009,2.9768,0;4.5485,4.577,0;.3855,2.1528,0;6.8061,-.5318,0;1.081,-.7769,0;2.1605,4.9225,0;6.7135,-3.0986,0;-.3741,5.3643,0;2.9181,-.4119,0;2.2949,-.4187,0;2.9716,2.6678,0;3.5353,2.4034,0;4.1769,1.1908,0;5.1949,2.4766,0;4.4063,3.0914,0;2.0865,3.2923,0;1.1893,2.8508,0;-.1478,3.7871,0;

Duplicates DB12234

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12234.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12234.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12234.sdf

Formula	C₂₅H₂₃N₅O₂S₂
MW	489.61
InChIKey	OLCWFLWEHWLBTO-LBOYIXSDNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	57
Number_Heavy_Atoms	34
Number_Rings	5
Number_Bonds	61
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	7
HB_Donor	1
HB_Acceptor	4
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	3.86
logP	5.24898
PSA	129.71
MR	139.188
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	80.49049
PM7_Total_Energy_ev	-5253.57281
PM7_Electronic_Energy_ev	-51075.88098
PM7_Dipole_Debye	4.40061
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.779
PM7_LUMO_Energy_ev	-1.13
PM7_COSMO_Area_square_ang	432.01
PM7_COSMO_Volue_cubic_ang	569.27
PM7_Electron_Affinity_ev	1.13
PM7_Ionization_Energy_ev	8.779
PM7_Energy_Gap_ev	7.649
PM7_Global_Hardness_ev	3.8245
PM7_Global_Softness_ev	0.2614720878546215
PM7_Chemical_Potential_ev	-4.9545
PM7_Electronigativity_ev	4.9545
PM7_Back_Donation_Energy_ev	-0.956125
PM7_Electrophilicity_ev	3.209186854490783
OPENEYE_Name	(3~{R},4~{S})-3-benzyl-1-(1~{H}-imidazol-5-ylmethyl)-4-(2-thienylsulfonyl)-3,5-dihydro-2~{H}-1,4-benzodiazepine-7-carbonitrile
SMILES	C(#N)c1ccc2c(c1)CN(C(CN2Cc3cnc[nH]3)Cc4ccccc4)S(=O)(=O)c5cccs5
Canonical_SMILES	N#Cc1ccc2c(c1)CN([C@@H](CN2Cc1[nH]cnc1)Cc1ccccc1)S(=O)(=O)c1cccs1
InChI	1/C25H23N5O2S2/c26-13-20-8-9-24-21(11-20)15-30(34(31,32)25-7-4-10-33-25)23(12-19-5-2-1-3-6-19)17-29(24)16-22-14-27-18-28-22/h1-11,14,18,23H,12,15-17H2,(H,27,28)/f/h28H
InChI_3D	1S/C25H23N5O2S2/c26-13-20-8-9-24-21(11-20)15-30(34(31,32)25-7-4-10-33-25)23(12-19-5-2-1-3-6-19)17-29(24)16-22-14-27-18-28-22/h1-11,14,18,23H,12,15-17H2,(H,27,28)/t23-/m1/s1
AuxInfo	1/1/N:2,3,4,5,7,8,10,6,9,13,11,24,1,12,21,25,22,14,17,15,16,19,23,18,20,26,27,28,29,30,31,32,33,34/E:(2,3)(5,6)(31,32)/F:m/E:m/CRV:34.6/rA:57cCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNOOSSHHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;s2;;;s3;d4;d6;s5;;;d5;;s1s6d11;s11;d7s8;s9d16;d12;d10;s16;;s22;s17s23;s19;t1;s12d14;s14s19;s18s22s25;s21s23;;;s13s20;s20s30d31d32;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s14;s21;s21;s22;s22;s23;s24;s24;s25;s25;s28;/rC:-.7278,-.6857,0;6.6516,5.1581,0;7.0299,4.2324,0;5.6616,5.2992,0;7.1939,-1.832,0;-.2322,.9784,0;6.4118,3.4396,0;5.0435,4.5064,0;.5003,1.6662,0;6.6343,-1.0014,0;.9648,-.2906,0;1.6655,4.852,0;6.5758,-2.618,0;.0677,5.1304,0;;1.6906,.4013,0;5.4155,3.5726,0;1.4584,1.3796,0;1.1964,3.9688,0;5.6707,-1.2746,0;2.6022,-.0243,0;3.0873,2.1814,0;3.7246,1.4039,0;4.8006,2.784,0;1.6379,3.0716,0;-1.4557,-1.3715,0;.9676,5.5702,0;.2102,4.1361,0;2.0794,2.1743,0;3.5069,.4226,0;4.2667,-1.4443,0;5.501,.1294,0;5.6347,-2.2786,0;4.8838,-.6575,0;6.959,5.5524,0;7.5252,4.164,0;5.4745,5.7628,0;7.6935,-1.8503,0;-.711,1.1223,0;6.6009,2.9768,0;4.5485,4.577,0;.3855,2.1528,0;6.8061,-.5318,0;1.081,-.7769,0;2.1605,4.9225,0;6.7135,-3.0986,0;-.3741,5.3643,0;2.9181,-.4119,0;2.2949,-.4187,0;2.9716,2.6678,0;3.5353,2.4034,0;4.1769,1.1908,0;5.1949,2.4766,0;4.4063,3.0914,0;2.0865,3.2923,0;1.1893,2.8508,0;-.1478,3.7871,0;
Duplicates	DB12234
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12234.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12234.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12234.sdf