CompChem-Database: compound details

CompChem-Database: details for selected entry

DB07981 (7494)

Formula C₂₃H₂₅ClN₂O₄

MW 428.91

InChIKey GKJWXEORYGBJFS-LNNLXFCONA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 55

Number_Heavy_Atoms 30

Number_Rings 3

Number_Bonds 57

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 6

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 3.82

logP 4.1207

PSA 80.56

MR 117.741

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -119.87984

PM7_Total_Energy_ev -4982.7973

PM7_Electronic_Energy_ev -42840.8033

PM7_Dipole_Debye 6.22101

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.391

PM7_LUMO_Energy_ev -0.978

PM7_COSMO_Area_square_ang 422.21

PM7_COSMO_Volue_cubic_ang 503.44

PM7_Electron_Affinity_ev 0.978

PM7_Ionization_Energy_ev 8.391

PM7_Energy_Gap_ev 7.413

PM7_Global_Hardness_ev 3.7065

PM7_Global_Softness_ev 0.26979630379063807

PM7_Chemical_Potential_ev -4.6845

PM7_Electronigativity_ev 4.6845

PM7_Back_Donation_Energy_ev -0.926625

PM7_Electrophilicity_ev 2.960277923917442

OPENEYE_Name 2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-indol-3-yl]-~{N}-[(1~{R})-1-(hydroxymethyl)propyl]acetamide

SMILES c1cc(ccc1C(=O)n2c3ccc(cc3c(c2C)CC(=O)NC(CC)CO)OC)Cl

Canonical_SMILES CC[C@@H](NC(=O)Cc1c(C)n(c2c1cc(OC)cc2)C(=O)c1ccc(cc1)Cl)CO

InChI 1/C23H25ClN2O4/c1-4-17(13-27)25-22(28)12-19-14(2)26(21-10-9-18(30-3)11-20(19)21)23(29)15-5-7-16(24)8-6-15/h5-11,17,27H,4,12-13H2,1-3H3,(H,25,28)/f/h25H

InChI_3D 1S/C23H25ClN2O4/c1-4-17(13-27)25-22(28)12-19-14(2)26(21-10-9-18(30-3)11-20(19)21)23(29)15-5-7-16(24)8-6-15/h5-11,17,27H,4,12-13H2,1-3H3,(H,25,28)/t17-/m1/s1

AuxInfo 1/1/N:18,17,19,21,1,2,5,6,4,3,7,20,22,14,9,13,23,12,10,8,11,16,15,30,25,24,28,27,26,29/E:(5,6)(7,8)/F:m/E:m/rA:55cCCCCCCCCCCCCCCCCCCCCCCCNNOOOOClHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d3;d1;s2;;s7;s1d2;s8;s3d8;s4d7;s5d6;d10;s9;;s14;;;s10s16;s18;;s21s22;s11s14s15;s16s23;d15;d16;s22;s12s19;s13;s1;s2;s3;s4;s5;s6;s7;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s21;s21;s22;s22;s23;s25;s28;/rC:2.8772,4.6746,0;1.5879,3.5136,0;.868,1.5138,0;0,1.0058,0;2.2046,5.4216,0;.9152,4.2606,0;.868,-.4978,0;1.736,-.0012,0;2.5654,3.7244,0;2.6938,-.3125,0;1.736,1.0058,0;;1.2202,5.2184,0;3.2858,.5023,0;3.2346,2.9813,0;3.3117,-2.2146,0;4.2858,.5024,0;6.501,-2.7557,0;-.8639,-1.5013,0;3.0028,-1.2636,0;5.5499,-3.0647,0;3.6478,-3.6826,0;4.5988,-3.3737,0;2.6938,1.3169,0;4.2899,-2.4226,0;4.2127,3.1892,0;2.6426,-2.9578,0;2.6967,-3.9916,0;-.8653,-.5013,0;.551,5.9615,0;3.3664,4.7778,0;1.434,3.0379,0;.868,2.0138,0;-.4337,1.2545,0;2.3605,5.8967,0;.4265,4.1552,0;.8677,-.9978,0;4.2858,1.0024,0;4.2858,.0024,0;4.7858,.5024,0;6.6555,-3.2313,0;6.3465,-2.2802,0;6.9765,-2.6012,0;-1.3639,-1.502,0;-.3639,-1.5005,0;-.8631,-2.0012,0;3.4783,-1.1091,0;2.5272,-1.4181,0;5.3954,-2.5892,0;5.7044,-3.5402,0;3.8023,-4.1582,0;3.4933,-3.2071,0;4.7533,-3.8492,0;4.6245,-2.051,0;2.5927,-4.4807,0;

Duplicates DB07981;DB07984

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/DB07981.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/DB07981.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/DB07981.sdf

Formula	C₂₃H₂₅ClN₂O₄
MW	428.91
InChIKey	GKJWXEORYGBJFS-LNNLXFCONA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	55
Number_Heavy_Atoms	30
Number_Rings	3
Number_Bonds	57
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	6
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	3.82
logP	4.1207
PSA	80.56
MR	117.741
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-119.87984
PM7_Total_Energy_ev	-4982.7973
PM7_Electronic_Energy_ev	-42840.8033
PM7_Dipole_Debye	6.22101
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.391
PM7_LUMO_Energy_ev	-0.978
PM7_COSMO_Area_square_ang	422.21
PM7_COSMO_Volue_cubic_ang	503.44
PM7_Electron_Affinity_ev	0.978
PM7_Ionization_Energy_ev	8.391
PM7_Energy_Gap_ev	7.413
PM7_Global_Hardness_ev	3.7065
PM7_Global_Softness_ev	0.26979630379063807
PM7_Chemical_Potential_ev	-4.6845
PM7_Electronigativity_ev	4.6845
PM7_Back_Donation_Energy_ev	-0.926625
PM7_Electrophilicity_ev	2.960277923917442
OPENEYE_Name	2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-indol-3-yl]-~{N}-[(1~{R})-1-(hydroxymethyl)propyl]acetamide
SMILES	c1cc(ccc1C(=O)n2c3ccc(cc3c(c2C)CC(=O)NC(CC)CO)OC)Cl
Canonical_SMILES	CC[C@@H](NC(=O)Cc1c(C)n(c2c1cc(OC)cc2)C(=O)c1ccc(cc1)Cl)CO
InChI	1/C23H25ClN2O4/c1-4-17(13-27)25-22(28)12-19-14(2)26(21-10-9-18(30-3)11-20(19)21)23(29)15-5-7-16(24)8-6-15/h5-11,17,27H,4,12-13H2,1-3H3,(H,25,28)/f/h25H
InChI_3D	1S/C23H25ClN2O4/c1-4-17(13-27)25-22(28)12-19-14(2)26(21-10-9-18(30-3)11-20(19)21)23(29)15-5-7-16(24)8-6-15/h5-11,17,27H,4,12-13H2,1-3H3,(H,25,28)/t17-/m1/s1
AuxInfo	1/1/N:18,17,19,21,1,2,5,6,4,3,7,20,22,14,9,13,23,12,10,8,11,16,15,30,25,24,28,27,26,29/E:(5,6)(7,8)/F:m/E:m/rA:55cCCCCCCCCCCCCCCCCCCCCCCCNNOOOOClHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d3;d1;s2;;s7;s1d2;s8;s3d8;s4d7;s5d6;d10;s9;;s14;;;s10s16;s18;;s21s22;s11s14s15;s16s23;d15;d16;s22;s12s19;s13;s1;s2;s3;s4;s5;s6;s7;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s21;s21;s22;s22;s23;s25;s28;/rC:2.8772,4.6746,0;1.5879,3.5136,0;.868,1.5138,0;0,1.0058,0;2.2046,5.4216,0;.9152,4.2606,0;.868,-.4978,0;1.736,-.0012,0;2.5654,3.7244,0;2.6938,-.3125,0;1.736,1.0058,0;;1.2202,5.2184,0;3.2858,.5023,0;3.2346,2.9813,0;3.3117,-2.2146,0;4.2858,.5024,0;6.501,-2.7557,0;-.8639,-1.5013,0;3.0028,-1.2636,0;5.5499,-3.0647,0;3.6478,-3.6826,0;4.5988,-3.3737,0;2.6938,1.3169,0;4.2899,-2.4226,0;4.2127,3.1892,0;2.6426,-2.9578,0;2.6967,-3.9916,0;-.8653,-.5013,0;.551,5.9615,0;3.3664,4.7778,0;1.434,3.0379,0;.868,2.0138,0;-.4337,1.2545,0;2.3605,5.8967,0;.4265,4.1552,0;.8677,-.9978,0;4.2858,1.0024,0;4.2858,.0024,0;4.7858,.5024,0;6.6555,-3.2313,0;6.3465,-2.2802,0;6.9765,-2.6012,0;-1.3639,-1.502,0;-.3639,-1.5005,0;-.8631,-2.0012,0;3.4783,-1.1091,0;2.5272,-1.4181,0;5.3954,-2.5892,0;5.7044,-3.5402,0;3.8023,-4.1582,0;3.4933,-3.2071,0;4.7533,-3.8492,0;4.6245,-2.051,0;2.5927,-4.4807,0;
Duplicates	DB07981;DB07984
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/DB07981.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/DB07981.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/DB07981.sdf