CompChem-Database: compound details

CompChem-Database: details for selected entry

DB08747_t1 (8374)

Formula C₂₃H₂₂Cl₂N₂O₃

MW 445.34

InChIKey MNRMBGLJDLVADH-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 30

Number_Rings 4

Number_Bonds 55

Rotat_Bonds 3

Unbranched_Chain 1

Chiral_Centers 2

ONatoms 5

HB_Donor 1

HB_Acceptor 3

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 3.74

logP 5.3852

PSA 69.97

MR 127.017

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -91.77825

PM7_Total_Energy_ev -4914.3583

PM7_Electronic_Energy_ev -45206.30385

PM7_Dipole_Debye 4.87455

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.163

PM7_LUMO_Energy_ev -0.848

PM7_COSMO_Area_square_ang 389.44

PM7_COSMO_Volue_cubic_ang 500.5

PM7_Electron_Affinity_ev 0.848

PM7_Ionization_Energy_ev 9.163

PM7_Energy_Gap_ev 8.315

PM7_Global_Hardness_ev 4.1575

PM7_Global_Softness_ev 0.24052916416115455

PM7_Chemical_Potential_ev -5.0055

PM7_Electronigativity_ev 5.0055

PM7_Back_Donation_Energy_ev -1.039375

PM7_Electrophilicity_ev 3.0132327420324714

OPENEYE_Name (6~{R},6~{a}~{R})-5-acetyl-6-(2,4-dichlorophenyl)-1-hydroxy-9,9-dimethyl-6,6~{a},8,10-tetrahydrobenzo[b][1,4]benzodiazepin-7-one

SMILES c1cc2c(c(c1)O)N=C3C(C(=O)CC(C3)(C)C)C(N2C(=O)C)c4ccc(cc4Cl)Cl

Canonical_SMILES Clc1ccc(c(c1)Cl)[C@H]1[C@H]2C(=O)CC(CC2=Nc2c(N1C(=O)C)cccc2O)(C)C

InChI 1/C23H22Cl2N2O3/c1-12(28)27-17-5-4-6-18(29)21(17)26-16-10-23(2,3)11-19(30)20(16)22(27)14-8-7-13(24)9-15(14)25/h4-9,20,22,29H,10-11H2,1-3H3

InChI_3D 1S/C23H22Cl2N2O3/c1-12(28)27-17-5-4-6-18(29)21(17)26-16-10-23(2,3)11-19(30)20(16)22(27)14-8-7-13(24)9-15(14)25/h4-9,20,22,29H,10-11H2,1-3H3/t20-,22+/m1/s1

AuxInfo 1/0/N:21,22,23,1,3,4,5,2,6,17,18,16,11,7,12,14,8,10,15,13,9,19,20,29,30,24,25,27,28,26/E:(2,3)/rA:52cCCCCCCCCCCCCCCCCCCCCCCCNNOOOClClHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;;s2;s3;d8;d4s9;s5d6;s6d7;;s13;s13;;s14;s15;s7s13;s17s18;s16;s20;s20;s9d14;s8s16s19;d15;d16;s10;s11;s12;s1;s2;s3;s4;s5;s6;s13;s17;s17;s18;s18;s19;s21;s21;s21;s22;s22;s22;s23;s23;s23;s28;/rC:;1.9805,3.1927,0;.7377,.6898,0;.2313,-.9837,0;1.757,4.1674,0;3.4472,4.5601,0;2.9422,2.9001,0;1.6999,.3997,0;1.9312,-.584,0;1.2003,-1.2778,0;2.4855,4.8526,0;3.6804,3.5824,0;3.962,.4062,0;3.7517,-.5772,0;4.9146,.7195,0;1.8935,2.0931,0;4.4941,-1.2472,0;5.6612,.0428,0;3.3333,1.1944,0;5.451,-.9405,0;.8962,2.1659,0;7.1998,-1.0053,0;5.6893,-2.6742,0;2.8446,-1.0154,0;2.3292,1.193,0;5.1224,1.6977,0;2.4552,2.9205,0;1.4306,-2.2509,0;2.2577,5.8263,0;4.6371,3.2913,0;-.4785,.1449,0;1.6149,2.8517,0;.6239,1.1767,0;-.1333,-1.3258,0;1.2787,4.3129,0;3.8113,4.9026,0;3.4753,.2916,0;4.7275,-1.6894,0;4.0995,-1.5542,0;5.9273,.4661,0;6.1244,-.1454,0;3.7837,1.4116,0;.9326,2.6645,0;.3975,2.2022,0;.8598,1.6672,0;7.2183,-.5056,0;7.1813,-1.5049,0;7.6995,-1.0238,0;6.1846,-2.6061,0;5.1939,-2.7423,0;5.7573,-3.1695,0;1.9095,-2.3945,0;

Duplicates DB08747_t1

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08747_t1.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08747_t1.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08747_t1.sdf

Formula	C₂₃H₂₂Cl₂N₂O₃
MW	445.34
InChIKey	MNRMBGLJDLVADH-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	30
Number_Rings	4
Number_Bonds	55
Rotat_Bonds	3
Unbranched_Chain	1
Chiral_Centers	2
ONatoms	5
HB_Donor	1
HB_Acceptor	3
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	3.74
logP	5.3852
PSA	69.97
MR	127.017
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-91.77825
PM7_Total_Energy_ev	-4914.3583
PM7_Electronic_Energy_ev	-45206.30385
PM7_Dipole_Debye	4.87455
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.163
PM7_LUMO_Energy_ev	-0.848
PM7_COSMO_Area_square_ang	389.44
PM7_COSMO_Volue_cubic_ang	500.5
PM7_Electron_Affinity_ev	0.848
PM7_Ionization_Energy_ev	9.163
PM7_Energy_Gap_ev	8.315
PM7_Global_Hardness_ev	4.1575
PM7_Global_Softness_ev	0.24052916416115455
PM7_Chemical_Potential_ev	-5.0055
PM7_Electronigativity_ev	5.0055
PM7_Back_Donation_Energy_ev	-1.039375
PM7_Electrophilicity_ev	3.0132327420324714
OPENEYE_Name	(6~{R},6~{a}~{R})-5-acetyl-6-(2,4-dichlorophenyl)-1-hydroxy-9,9-dimethyl-6,6~{a},8,10-tetrahydrobenzo[b][1,4]benzodiazepin-7-one
SMILES	c1cc2c(c(c1)O)N=C3C(C(=O)CC(C3)(C)C)C(N2C(=O)C)c4ccc(cc4Cl)Cl
Canonical_SMILES	Clc1ccc(c(c1)Cl)[C@H]1[C@H]2C(=O)CC(CC2=Nc2c(N1C(=O)C)cccc2O)(C)C
InChI	1/C23H22Cl2N2O3/c1-12(28)27-17-5-4-6-18(29)21(17)26-16-10-23(2,3)11-19(30)20(16)22(27)14-8-7-13(24)9-15(14)25/h4-9,20,22,29H,10-11H2,1-3H3
InChI_3D	1S/C23H22Cl2N2O3/c1-12(28)27-17-5-4-6-18(29)21(17)26-16-10-23(2,3)11-19(30)20(16)22(27)14-8-7-13(24)9-15(14)25/h4-9,20,22,29H,10-11H2,1-3H3/t20-,22+/m1/s1
AuxInfo	1/0/N:21,22,23,1,3,4,5,2,6,17,18,16,11,7,12,14,8,10,15,13,9,19,20,29,30,24,25,27,28,26/E:(2,3)/rA:52cCCCCCCCCCCCCCCCCCCCCCCCNNOOOClClHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;;s2;s3;d8;d4s9;s5d6;s6d7;;s13;s13;;s14;s15;s7s13;s17s18;s16;s20;s20;s9d14;s8s16s19;d15;d16;s10;s11;s12;s1;s2;s3;s4;s5;s6;s13;s17;s17;s18;s18;s19;s21;s21;s21;s22;s22;s22;s23;s23;s23;s28;/rC:;1.9805,3.1927,0;.7377,.6898,0;.2313,-.9837,0;1.757,4.1674,0;3.4472,4.5601,0;2.9422,2.9001,0;1.6999,.3997,0;1.9312,-.584,0;1.2003,-1.2778,0;2.4855,4.8526,0;3.6804,3.5824,0;3.962,.4062,0;3.7517,-.5772,0;4.9146,.7195,0;1.8935,2.0931,0;4.4941,-1.2472,0;5.6612,.0428,0;3.3333,1.1944,0;5.451,-.9405,0;.8962,2.1659,0;7.1998,-1.0053,0;5.6893,-2.6742,0;2.8446,-1.0154,0;2.3292,1.193,0;5.1224,1.6977,0;2.4552,2.9205,0;1.4306,-2.2509,0;2.2577,5.8263,0;4.6371,3.2913,0;-.4785,.1449,0;1.6149,2.8517,0;.6239,1.1767,0;-.1333,-1.3258,0;1.2787,4.3129,0;3.8113,4.9026,0;3.4753,.2916,0;4.7275,-1.6894,0;4.0995,-1.5542,0;5.9273,.4661,0;6.1244,-.1454,0;3.7837,1.4116,0;.9326,2.6645,0;.3975,2.2022,0;.8598,1.6672,0;7.2183,-.5056,0;7.1813,-1.5049,0;7.6995,-1.0238,0;6.1846,-2.6061,0;5.1939,-2.7423,0;5.7573,-3.1695,0;1.9095,-2.3945,0;
Duplicates	DB08747_t1
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08747_t1.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08747_t1.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08747_t1.sdf