CompChem-Database: compound details

CompChem-Database: details for selected entry

DB13929 (11700)

Formula C₂₈H₂₇Cl₂N₃O₇S

MW 620.5

InChIKey CEBYCSRFKCEUSW-KEAFGAQVNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 68

Number_Heavy_Atoms 41

Number_Rings 5

Number_Bonds 72

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 10

HB_Donor 2

HB_Acceptor 5

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 10

Lipinski_Violations 1

XLogP3 0

XLogP 3.56

logP 5.0843

PSA 147.85

MR 159.426

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -217.71467

PM7_Total_Energy_ev -7139.13026

PM7_Electronic_Energy_ev -76287.55989

PM7_Dipole_Debye 8.95731

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.383

PM7_LUMO_Energy_ev -0.91

PM7_COSMO_Area_square_ang 487.04

PM7_COSMO_Volue_cubic_ang 672.73

PM7_Electron_Affinity_ev 0.91

PM7_Ionization_Energy_ev 9.383

PM7_Energy_Gap_ev 8.473

PM7_Global_Hardness_ev 4.2365

PM7_Global_Softness_ev 0.2360439041661749

PM7_Chemical_Potential_ev -5.1465

PM7_Electronigativity_ev 5.1465

PM7_Back_Donation_Energy_ev -1.059125

PM7_Electrophilicity_ev 3.1259839785200048

OPENEYE_Name (2~{S})-1-[(1~{R},2~{R},3~{S})-5-chloro-3-(2-chlorophenyl)-1-(3,4-dimethoxyphenyl)sulfonyl-3-hydroxy-indoline-2-carbonyl]pyrrolidine-2-carboxamide

SMILES c1ccc(c(c1)C2(c3cc(ccc3N(C2C(=O)N4CCCC4C(=O)N)S(=O)(=O)c5ccc(c(c5)OC)OC)Cl)O)Cl

Canonical_SMILES COc1ccc(cc1OC)S(=O)(=O)N1c2ccc(cc2[C@]([C@@H]1C(=O)N1CCC[C@H]1C(=O)N)(O)c1ccccc1Cl)Cl

InChI 1/C28H27Cl2N3O7S/c1-39-23-12-10-17(15-24(23)40-2)41(37,38)33-21-11-9-16(29)14-19(21)28(36,18-6-3-4-7-20(18)30)25(33)27(35)32-13-5-8-22(32)26(31)34/h3-4,6-7,9-12,14-15,22,25,36H,5,8,13H2,1-2H3,(H2,31,34)/f/h31H2

InChI_3D 1S/C28H27Cl2N3O7S/c1-39-23-12-10-17(15-24(23)40-2)41(37,38)33-21-11-9-16(29)14-19(21)28(36,18-6-3-4-7-20(18)30)25(33)27(35)32-13-5-8-22(32)26(31)34/h3-4,6-7,9-12,14-15,22,25,36H,5,8,13H2,1-2H3,(H2,31,34)/t22-,25-,28+/m0/s1

AuxInfo 1/1/N:27,28,1,2,21,3,7,22,8,6,4,5,23,9,10,17,16,11,12,18,13,25,14,15,24,20,19,26,40,41,31,30,29,33,32,36,34,35,37,38,39/E:(37,38)/F:m/E:m/CRV:41.6/rA:68cCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOOOSClClHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;d5;s2;d4;;;d3;s9;s4d12;s5;s10d14;s6d10;s8d9;d7s11;;;;s21;s21;s19;s20s22;s11s12s24;;;s13s24;s19s23s25;s20;d19;d20;;;s26;s14s27;s15s28;s16s29d34d35;s17;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s21;s21;s22;s22;s23;s23;s24;s25;s27;s27;s27;s28;s28;s28;s31;s31;s36;/rC:2.1683,-3.6362,0;1.1744,-3.7465,0;2.5751,-2.7227,0;.868,1.5138,0;4.6043,4.3898,0;4.2937,3.4338,0;.5812,-2.935,0;0,1.0058,0;.868,-.4978,0;2.6436,3.9699,0;1.9819,-1.9112,0;1.736,-.0012,0;1.736,1.0058,0;3.933,5.131,0;2.9543,4.9259,0;3.3118,3.219,0;;.982,-2.0132,0;4.0289,1.1715,0;6.1944,-2.0637,0;7.3151,.6331,0;7.0072,-.3199,0;6.5037,1.2174,0;3.2858,.5023,0;6.0056,-.324,0;2.6938,-.3125,0;5.2202,6.29,0;1.3078,5.4635,0;2.6938,1.3169,0;5.6933,.6308,0;5.3873,-2.6542,0;3.8209,2.1496,0;7.1093,-2.4674,0;2.0517,2.577,0;3.9539,1.959,0;4.2093,-1.1876,0;4.242,6.0821,0;2.2862,5.67,0;3.0028,2.268,0;-.8653,-.5013,0;.3918,-1.2059,0;2.4634,-4.0399,0;.973,-4.2042,0;3.0723,-2.6697,0;.868,2.0138,0;5.0933,4.4945,0;4.6294,3.0632,0;.0843,-2.9902,0;-.4337,1.2545,0;.8677,-.9978,0;2.1543,3.8674,0;7.7724,.4308,0;7.5637,1.0669,0;6.9565,-.8174,0;7.4965,-.4227,0;6.8374,1.5897,0;6.1691,1.5889,0;3.6574,.1677,0;5.5168,-.4292,0;5.3241,5.8009,0;5.1162,6.7791,0;5.7093,6.394,0;1.411,4.9743,0;1.2045,5.9528,0;.8185,5.3603,0;4.9299,-2.4524,0;5.4413,-3.1513,0;4.6423,-.9376,0;

Duplicates DB13929

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013750-0000013999/DB13929.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013750-0000013999/DB13929.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013750-0000013999/DB13929.sdf

Formula	C₂₈H₂₇Cl₂N₃O₇S
MW	620.5
InChIKey	CEBYCSRFKCEUSW-KEAFGAQVNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	68
Number_Heavy_Atoms	41
Number_Rings	5
Number_Bonds	72
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	10
HB_Donor	2
HB_Acceptor	5
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	10
Lipinski_Violations	1
XLogP3	0
XLogP	3.56
logP	5.0843
PSA	147.85
MR	159.426
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-217.71467
PM7_Total_Energy_ev	-7139.13026
PM7_Electronic_Energy_ev	-76287.55989
PM7_Dipole_Debye	8.95731
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.383
PM7_LUMO_Energy_ev	-0.91
PM7_COSMO_Area_square_ang	487.04
PM7_COSMO_Volue_cubic_ang	672.73
PM7_Electron_Affinity_ev	0.91
PM7_Ionization_Energy_ev	9.383
PM7_Energy_Gap_ev	8.473
PM7_Global_Hardness_ev	4.2365
PM7_Global_Softness_ev	0.2360439041661749
PM7_Chemical_Potential_ev	-5.1465
PM7_Electronigativity_ev	5.1465
PM7_Back_Donation_Energy_ev	-1.059125
PM7_Electrophilicity_ev	3.1259839785200048
OPENEYE_Name	(2~{S})-1-[(1~{R},2~{R},3~{S})-5-chloro-3-(2-chlorophenyl)-1-(3,4-dimethoxyphenyl)sulfonyl-3-hydroxy-indoline-2-carbonyl]pyrrolidine-2-carboxamide
SMILES	c1ccc(c(c1)C2(c3cc(ccc3N(C2C(=O)N4CCCC4C(=O)N)S(=O)(=O)c5ccc(c(c5)OC)OC)Cl)O)Cl
Canonical_SMILES	COc1ccc(cc1OC)S(=O)(=O)N1c2ccc(cc2[C@]([C@@H]1C(=O)N1CCC[C@H]1C(=O)N)(O)c1ccccc1Cl)Cl
InChI	1/C28H27Cl2N3O7S/c1-39-23-12-10-17(15-24(23)40-2)41(37,38)33-21-11-9-16(29)14-19(21)28(36,18-6-3-4-7-20(18)30)25(33)27(35)32-13-5-8-22(32)26(31)34/h3-4,6-7,9-12,14-15,22,25,36H,5,8,13H2,1-2H3,(H2,31,34)/f/h31H2
InChI_3D	1S/C28H27Cl2N3O7S/c1-39-23-12-10-17(15-24(23)40-2)41(37,38)33-21-11-9-16(29)14-19(21)28(36,18-6-3-4-7-20(18)30)25(33)27(35)32-13-5-8-22(32)26(31)34/h3-4,6-7,9-12,14-15,22,25,36H,5,8,13H2,1-2H3,(H2,31,34)/t22-,25-,28+/m0/s1
AuxInfo	1/1/N:27,28,1,2,21,3,7,22,8,6,4,5,23,9,10,17,16,11,12,18,13,25,14,15,24,20,19,26,40,41,31,30,29,33,32,36,34,35,37,38,39/E:(37,38)/F:m/E:m/CRV:41.6/rA:68cCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOOOSClClHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;d5;s2;d4;;;d3;s9;s4d12;s5;s10d14;s6d10;s8d9;d7s11;;;;s21;s21;s19;s20s22;s11s12s24;;;s13s24;s19s23s25;s20;d19;d20;;;s26;s14s27;s15s28;s16s29d34d35;s17;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s21;s21;s22;s22;s23;s23;s24;s25;s27;s27;s27;s28;s28;s28;s31;s31;s36;/rC:2.1683,-3.6362,0;1.1744,-3.7465,0;2.5751,-2.7227,0;.868,1.5138,0;4.6043,4.3898,0;4.2937,3.4338,0;.5812,-2.935,0;0,1.0058,0;.868,-.4978,0;2.6436,3.9699,0;1.9819,-1.9112,0;1.736,-.0012,0;1.736,1.0058,0;3.933,5.131,0;2.9543,4.9259,0;3.3118,3.219,0;;.982,-2.0132,0;4.0289,1.1715,0;6.1944,-2.0637,0;7.3151,.6331,0;7.0072,-.3199,0;6.5037,1.2174,0;3.2858,.5023,0;6.0056,-.324,0;2.6938,-.3125,0;5.2202,6.29,0;1.3078,5.4635,0;2.6938,1.3169,0;5.6933,.6308,0;5.3873,-2.6542,0;3.8209,2.1496,0;7.1093,-2.4674,0;2.0517,2.577,0;3.9539,1.959,0;4.2093,-1.1876,0;4.242,6.0821,0;2.2862,5.67,0;3.0028,2.268,0;-.8653,-.5013,0;.3918,-1.2059,0;2.4634,-4.0399,0;.973,-4.2042,0;3.0723,-2.6697,0;.868,2.0138,0;5.0933,4.4945,0;4.6294,3.0632,0;.0843,-2.9902,0;-.4337,1.2545,0;.8677,-.9978,0;2.1543,3.8674,0;7.7724,.4308,0;7.5637,1.0669,0;6.9565,-.8174,0;7.4965,-.4227,0;6.8374,1.5897,0;6.1691,1.5889,0;3.6574,.1677,0;5.5168,-.4292,0;5.3241,5.8009,0;5.1162,6.7791,0;5.7093,6.394,0;1.411,4.9743,0;1.2045,5.9528,0;.8185,5.3603,0;4.9299,-2.4524,0;5.4413,-3.1513,0;4.6423,-.9376,0;
Duplicates	DB13929
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013750-0000013999/DB13929.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013750-0000013999/DB13929.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013750-0000013999/DB13929.sdf