CompChem-Database: compound details

CompChem-Database: details for selected entry

DB07861 (7362)

Formula C₂₃H₂₀N₂O₄S

MW 420.48

InChIKey MMOUXLMPQFMDRD-LQFNOIFHNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 30

Number_Rings 4

Number_Bonds 53

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 6

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 4.02

logP 5.2506

PSA 103.88

MR 115.182

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -52.98371

PM7_Total_Energy_ev -4823.45983

PM7_Electronic_Energy_ev -42649.48637

PM7_Dipole_Debye 6.60676

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.878

PM7_LUMO_Energy_ev -1.267

PM7_COSMO_Area_square_ang 361.8

PM7_COSMO_Volue_cubic_ang 485.77

PM7_Electron_Affinity_ev 1.267

PM7_Ionization_Energy_ev 8.878

PM7_Energy_Gap_ev 7.611

PM7_Global_Hardness_ev 3.8055

PM7_Global_Softness_ev 0.2627775587964788

PM7_Chemical_Potential_ev -5.0725

PM7_Electronigativity_ev 5.0725

PM7_Back_Donation_Energy_ev -0.951375

PM7_Electrophilicity_ev 3.3806669622914205

OPENEYE_Name (2~{R})-3-(2-naphthyl)-2-(2-naphthylsulfonylamino)propanehydroxamic acid

SMILES c1ccc2cc(ccc2c1)CC(C(=O)NO)NS(=O)(=O)c3ccc4ccccc4c3

Canonical_SMILES ONC(=O)[C@H](NS(=O)(=O)c1ccc2c(c1)cccc2)Cc1ccc2c(c1)cccc2

InChI 1/C23H20N2O4S/c26-23(24-27)22(14-16-9-10-17-5-1-3-7-19(17)13-16)25-30(28,29)21-12-11-18-6-2-4-8-20(18)15-21/h1-13,15,22,25,27H,14H2,(H,24,26)/f/h24H

InChI_3D 1S/C23H20N2O4S/c26-23(24-27)22(14-16-9-10-17-5-1-3-7-19(17)13-16)25-30(28,29)21-12-11-18-6-2-4-8-20(18)15-21/h1-13,15,22,25,27H,14H2,(H,24,26)/t22-/m1/s1

AuxInfo 1/1/N:1,2,3,4,5,6,7,8,11,9,10,12,13,22,14,19,15,16,17,18,20,23,21,24,25,26,29,27,28,30/E:(28,29)/F:m/E:m/CRV:30.6/rA:50cCCCCCCCCCCCCCCCCCCCCCCCNNOOOOSHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;s1;s2;s3;s4;;;d9;d10;;;d5s9;d6s10;d7s13s15;d8s14s16;s11d13;s12d14;;s19;s21s22;s21;s23;d21;;;s24;s20s25d27d28;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s14;s22;s22;s23;s24;s25;s29;/rC:;6.9345,8.0207,0;0,1.0057,0;7.8055,7.5178,0;.8679,-.4978,0;6.0695,7.518,0;.8679,1.5135,0;7.8113,6.5123,0;2.6038,-.4989,0;5.2006,6.0152,0;3.4748,.0022,0;5.199,5.0103,0;2.6012,1.5124,0;6.9437,5.0118,0;1.7371,0,0;6.066,6.5163,0;1.7358,1.0057,0;6.9376,6.0146,0;3.4735,1.0079,0;6.0706,4.5086,0;5.7055,1.1425,0;4.3394,1.5081,0;5.2053,2.0084,0;6.7055,1.1427,0;6.0712,2.5086,0;5.2057,.2763,0;7.0709,3.5089,0;5.0709,3.5083,0;7.2057,.2769,0;6.0709,3.5086,0;-.4327,-.2506,0;6.9338,8.5207,0;-.4337,1.2544,0;8.2378,7.7691,0;.8677,-.9978,0;5.6365,7.7681,0;.8679,2.0135,0;8.2443,6.2623,0;2.6037,-.9989,0;4.7676,6.2652,0;3.9078,-.2479,0;4.766,4.7604,0;2.5999,2.0124,0;7.3774,4.7629,0;4.0893,1.9411,0;4.5895,1.0752,0;4.9552,2.4413,0;6.9554,1.5758,0;6.5043,2.2587,0;7.7057,.277,0;

Duplicates DB07861

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/DB07861.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/DB07861.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/DB07861.sdf

Formula	C₂₃H₂₀N₂O₄S
MW	420.48
InChIKey	MMOUXLMPQFMDRD-LQFNOIFHNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	30
Number_Rings	4
Number_Bonds	53
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	6
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	4.02
logP	5.2506
PSA	103.88
MR	115.182
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-52.98371
PM7_Total_Energy_ev	-4823.45983
PM7_Electronic_Energy_ev	-42649.48637
PM7_Dipole_Debye	6.60676
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.878
PM7_LUMO_Energy_ev	-1.267
PM7_COSMO_Area_square_ang	361.8
PM7_COSMO_Volue_cubic_ang	485.77
PM7_Electron_Affinity_ev	1.267
PM7_Ionization_Energy_ev	8.878
PM7_Energy_Gap_ev	7.611
PM7_Global_Hardness_ev	3.8055
PM7_Global_Softness_ev	0.2627775587964788
PM7_Chemical_Potential_ev	-5.0725
PM7_Electronigativity_ev	5.0725
PM7_Back_Donation_Energy_ev	-0.951375
PM7_Electrophilicity_ev	3.3806669622914205
OPENEYE_Name	(2~{R})-3-(2-naphthyl)-2-(2-naphthylsulfonylamino)propanehydroxamic acid
SMILES	c1ccc2cc(ccc2c1)CC(C(=O)NO)NS(=O)(=O)c3ccc4ccccc4c3
Canonical_SMILES	ONC(=O)[C@H](NS(=O)(=O)c1ccc2c(c1)cccc2)Cc1ccc2c(c1)cccc2
InChI	1/C23H20N2O4S/c26-23(24-27)22(14-16-9-10-17-5-1-3-7-19(17)13-16)25-30(28,29)21-12-11-18-6-2-4-8-20(18)15-21/h1-13,15,22,25,27H,14H2,(H,24,26)/f/h24H
InChI_3D	1S/C23H20N2O4S/c26-23(24-27)22(14-16-9-10-17-5-1-3-7-19(17)13-16)25-30(28,29)21-12-11-18-6-2-4-8-20(18)15-21/h1-13,15,22,25,27H,14H2,(H,24,26)/t22-/m1/s1
AuxInfo	1/1/N:1,2,3,4,5,6,7,8,11,9,10,12,13,22,14,19,15,16,17,18,20,23,21,24,25,26,29,27,28,30/E:(28,29)/F:m/E:m/CRV:30.6/rA:50cCCCCCCCCCCCCCCCCCCCCCCCNNOOOOSHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;s1;s2;s3;s4;;;d9;d10;;;d5s9;d6s10;d7s13s15;d8s14s16;s11d13;s12d14;;s19;s21s22;s21;s23;d21;;;s24;s20s25d27d28;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s14;s22;s22;s23;s24;s25;s29;/rC:;6.9345,8.0207,0;0,1.0057,0;7.8055,7.5178,0;.8679,-.4978,0;6.0695,7.518,0;.8679,1.5135,0;7.8113,6.5123,0;2.6038,-.4989,0;5.2006,6.0152,0;3.4748,.0022,0;5.199,5.0103,0;2.6012,1.5124,0;6.9437,5.0118,0;1.7371,0,0;6.066,6.5163,0;1.7358,1.0057,0;6.9376,6.0146,0;3.4735,1.0079,0;6.0706,4.5086,0;5.7055,1.1425,0;4.3394,1.5081,0;5.2053,2.0084,0;6.7055,1.1427,0;6.0712,2.5086,0;5.2057,.2763,0;7.0709,3.5089,0;5.0709,3.5083,0;7.2057,.2769,0;6.0709,3.5086,0;-.4327,-.2506,0;6.9338,8.5207,0;-.4337,1.2544,0;8.2378,7.7691,0;.8677,-.9978,0;5.6365,7.7681,0;.8679,2.0135,0;8.2443,6.2623,0;2.6037,-.9989,0;4.7676,6.2652,0;3.9078,-.2479,0;4.766,4.7604,0;2.5999,2.0124,0;7.3774,4.7629,0;4.0893,1.9411,0;4.5895,1.0752,0;4.9552,2.4413,0;6.9554,1.5758,0;6.5043,2.2587,0;7.7057,.277,0;
Duplicates	DB07861
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/DB07861.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/DB07861.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/DB07861.sdf