CompChem-Database: compound details

CompChem-Database: details for selected entry

DB07471 (6921)

Formula C₂₂H₂₀ClN₃O₄S

MW 457.93

InChIKey UHCHLTQBLNUYRT-PECIQRARNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 31

Number_Rings 4

Number_Bonds 54

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 7

HB_Donor 1

HB_Acceptor 2

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 4.5

logP 5.6968

PSA 116.84

MR 120.822

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -55.86714

PM7_Total_Energy_ev -5153.77166

PM7_Electronic_Energy_ev -44710.96864

PM7_Dipole_Debye 7.61438

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.87

PM7_LUMO_Energy_ev -1.347

PM7_COSMO_Area_square_ang 410.35

PM7_COSMO_Volue_cubic_ang 511.26

PM7_Electron_Affinity_ev 1.347

PM7_Ionization_Energy_ev 8.87

PM7_Energy_Gap_ev 7.523

PM7_Global_Hardness_ev 3.7615

PM7_Global_Softness_ev 0.2658513890735079

PM7_Chemical_Potential_ev -5.1085

PM7_Electronigativity_ev 5.1085

PM7_Back_Donation_Energy_ev -0.940375

PM7_Electrophilicity_ev 3.468931576498737

OPENEYE_Name 3-[(1~{R})-1-(2-chlorophenyl)ethoxy]-5-(5,6-dimethoxybenzimidazol-1-yl)thiophene-2-carboxamide

SMILES c1ccc(c(c1)C(C)Oc2cc(sc2C(=O)N)n3cnc4c3cc(c(c4)OC)OC)Cl

Canonical_SMILES COc1cc2c(cc1OC)ncn2c1cc(c(s1)C(=O)N)O[C@@H](c1ccccc1Cl)C

InChI 1/C22H20ClN3O4S/c1-12(13-6-4-5-7-14(13)23)30-19-10-20(31-21(19)22(24)27)26-11-25-15-8-17(28-2)18(29-3)9-16(15)26/h4-12H,1-3H3,(H2,24,27)/f/h24H2

InChI_3D 1S/C22H20ClN3O4S/c1-12(13-6-4-5-7-14(13)23)30-19-10-20(31-21(19)22(24)27)26-11-25-15-8-17(28-2)18(29-3)9-16(15)26/h4-12H,1-3H3,(H2,24,27)/t12-/m1/s1

AuxInfo 1/1/N:19,20,21,1,2,3,4,5,6,7,8,22,9,15,10,11,12,13,14,17,16,18,31,25,23,24,26,27,28,29,30/F:m/rA:51cCCCCCCCCCCCCCCCCCCCCCCNNNOOOOSClHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;;;;d3;d5;d6s10;s5;s6d12;s7;d4s9;d14;d7;s16;;;;s9s19;d8s10;s8s11s17;s18;d18;s12s20;s13s21;s14s22;s16s17;s15;s1;s2;s3;s4;s5;s6;s7;s8;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s25;s25;/rC:1.3747,7.6686,0;2.3234,7.9847,0;1.1684,6.6901,0;3.0735,7.3155,0;.868,-.4979,0;.868,1.5137,0;2.4127,3.075,0;3.2858,.5022,0;1.9184,6.0209,0;1.736,-.0013,0;1.736,1.0058,0;;0,1.0058,0;3.001,3.8855,0;2.8748,6.3302,0;3.9544,3.5787,0;3.0028,2.2678,0;4.7624,4.1679,0;1.5057,4.0639,0;-.8639,-1.5012,0;-1.732,1.0008,0;1.712,5.0424,0;2.6938,-.3126,0;2.6938,1.3168,0;5.6767,3.7628,0;4.6561,5.1622,0;-.8653,-.5012,0;-.8675,1.5033,0;2.6905,4.8361,0;3.9552,2.5741,0;3.6209,5.6644,0;1.0016,8.0015,0;2.4245,8.4744,0;.6933,6.5341,0;3.5478,7.4736,0;.8677,-.9979,0;.868,2.0137,0;1.9127,3.0742,0;3.7858,.5022,0;1.9949,3.9608,0;1.0164,4.1671,0;1.4025,3.5747,0;-.3639,-1.5005,0;-.8632,-2.0012,0;-1.3639,-1.5019,0;-1.9833,1.433,0;-1.4808,.5685,0;-2.1643,.7495,0;1.2228,5.1456,0;5.7298,3.2656,0;6.0807,4.0574,0;

Duplicates DB07471

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007250-0000007499/DB07471.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007250-0000007499/DB07471.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007250-0000007499/DB07471.sdf

Formula	C₂₂H₂₀ClN₃O₄S
MW	457.93
InChIKey	UHCHLTQBLNUYRT-PECIQRARNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	31
Number_Rings	4
Number_Bonds	54
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	7
HB_Donor	1
HB_Acceptor	2
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	4.5
logP	5.6968
PSA	116.84
MR	120.822
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-55.86714
PM7_Total_Energy_ev	-5153.77166
PM7_Electronic_Energy_ev	-44710.96864
PM7_Dipole_Debye	7.61438
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.87
PM7_LUMO_Energy_ev	-1.347
PM7_COSMO_Area_square_ang	410.35
PM7_COSMO_Volue_cubic_ang	511.26
PM7_Electron_Affinity_ev	1.347
PM7_Ionization_Energy_ev	8.87
PM7_Energy_Gap_ev	7.523
PM7_Global_Hardness_ev	3.7615
PM7_Global_Softness_ev	0.2658513890735079
PM7_Chemical_Potential_ev	-5.1085
PM7_Electronigativity_ev	5.1085
PM7_Back_Donation_Energy_ev	-0.940375
PM7_Electrophilicity_ev	3.468931576498737
OPENEYE_Name	3-[(1~{R})-1-(2-chlorophenyl)ethoxy]-5-(5,6-dimethoxybenzimidazol-1-yl)thiophene-2-carboxamide
SMILES	c1ccc(c(c1)C(C)Oc2cc(sc2C(=O)N)n3cnc4c3cc(c(c4)OC)OC)Cl
Canonical_SMILES	COc1cc2c(cc1OC)ncn2c1cc(c(s1)C(=O)N)O[C@@H](c1ccccc1Cl)C
InChI	1/C22H20ClN3O4S/c1-12(13-6-4-5-7-14(13)23)30-19-10-20(31-21(19)22(24)27)26-11-25-15-8-17(28-2)18(29-3)9-16(15)26/h4-12H,1-3H3,(H2,24,27)/f/h24H2
InChI_3D	1S/C22H20ClN3O4S/c1-12(13-6-4-5-7-14(13)23)30-19-10-20(31-21(19)22(24)27)26-11-25-15-8-17(28-2)18(29-3)9-16(15)26/h4-12H,1-3H3,(H2,24,27)/t12-/m1/s1
AuxInfo	1/1/N:19,20,21,1,2,3,4,5,6,7,8,22,9,15,10,11,12,13,14,17,16,18,31,25,23,24,26,27,28,29,30/F:m/rA:51cCCCCCCCCCCCCCCCCCCCCCCNNNOOOOSClHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;;;;d3;d5;d6s10;s5;s6d12;s7;d4s9;d14;d7;s16;;;;s9s19;d8s10;s8s11s17;s18;d18;s12s20;s13s21;s14s22;s16s17;s15;s1;s2;s3;s4;s5;s6;s7;s8;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s25;s25;/rC:1.3747,7.6686,0;2.3234,7.9847,0;1.1684,6.6901,0;3.0735,7.3155,0;.868,-.4979,0;.868,1.5137,0;2.4127,3.075,0;3.2858,.5022,0;1.9184,6.0209,0;1.736,-.0013,0;1.736,1.0058,0;;0,1.0058,0;3.001,3.8855,0;2.8748,6.3302,0;3.9544,3.5787,0;3.0028,2.2678,0;4.7624,4.1679,0;1.5057,4.0639,0;-.8639,-1.5012,0;-1.732,1.0008,0;1.712,5.0424,0;2.6938,-.3126,0;2.6938,1.3168,0;5.6767,3.7628,0;4.6561,5.1622,0;-.8653,-.5012,0;-.8675,1.5033,0;2.6905,4.8361,0;3.9552,2.5741,0;3.6209,5.6644,0;1.0016,8.0015,0;2.4245,8.4744,0;.6933,6.5341,0;3.5478,7.4736,0;.8677,-.9979,0;.868,2.0137,0;1.9127,3.0742,0;3.7858,.5022,0;1.9949,3.9608,0;1.0164,4.1671,0;1.4025,3.5747,0;-.3639,-1.5005,0;-.8632,-2.0012,0;-1.3639,-1.5019,0;-1.9833,1.433,0;-1.4808,.5685,0;-2.1643,.7495,0;1.2228,5.1456,0;5.7298,3.2656,0;6.0807,4.0574,0;
Duplicates	DB07471
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007250-0000007499/DB07471.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007250-0000007499/DB07471.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007250-0000007499/DB07471.sdf