CompChem-Database: compound details

CompChem-Database: details for selected entry

DB13930 (11701)

Formula C₂₁H₂₂Cl₂N₄O₂

MW 433.34

InChIKey KSERXGMCDHOLSS-PJQSKVNONA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 29

Number_Rings 3

Number_Bonds 53

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 6

HB_Donor 4

HB_Acceptor 3

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 3.75

logP 5.1311

PSA 90.04

MR 116.415

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -31.80799

PM7_Total_Energy_ev -4745.53945

PM7_Electronic_Energy_ev -37982.46211

PM7_Dipole_Debye 4.12304

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.69

PM7_LUMO_Energy_ev -0.329

PM7_COSMO_Area_square_ang 440.6

PM7_COSMO_Volue_cubic_ang 492.25

PM7_Electron_Affinity_ev 0.329

PM7_Ionization_Energy_ev 8.69

PM7_Energy_Gap_ev 8.361

PM7_Global_Hardness_ev 4.1805

PM7_Global_Softness_ev 0.2392058366224136

PM7_Chemical_Potential_ev -4.5095

PM7_Electronigativity_ev 4.5095

PM7_Back_Donation_Energy_ev -1.045125

PM7_Electrophilicity_ev 2.4321959394809234

OPENEYE_Name 4-[5-chloro-2-(isopropylamino)-4-pyridyl]-~{N}-[(1~{S})-1-(3-chlorophenyl)-2-hydroxy-ethyl]-1~{H}-pyrrole-2-carboxamide

SMILES c1cc(cc(c1)Cl)C(CO)NC(=O)c2cc(c[nH]2)c3cc(ncc3Cl)NC(C)C

Canonical_SMILES OC[C@H](c1cccc(c1)Cl)NC(=O)c1[nH]cc(c1)c1cc(ncc1Cl)NC(C)C

InChI 1/C21H22Cl2N4O2/c1-12(2)26-20-8-16(17(23)10-25-20)14-7-18(24-9-14)21(29)27-19(11-28)13-4-3-5-15(22)6-13/h3-10,12,19,24,28H,11H2,1-2H3,(H,25,26)(H,27,29)/f/h26-27H

InChI_3D 1S/C21H22Cl2N4O2/c1-12(2)26-20-8-16(17(23)10-25-20)14-7-18(24-9-14)21(29)27-19(11-28)13-4-3-5-15(22)6-13/h3-10,12,19,24,28H,11H2,1-2H3,(H,25,26)(H,27,29)/t19-/m1/s1

AuxInfo 1/1/N:17,18,1,2,3,6,4,5,8,7,19,21,11,9,12,10,13,14,20,15,16,28,29,23,22,24,25,27,26/E:(1,2)/F:m/E:m/rA:51cCCCCCCCCCCCCCCCCCCCCCNNNNOOClClHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;;;;s4d8;d5s9;s2d6;d3s6;d7s10;d4;s5;s14;;;;s11s19;s17s18;s7d15;s8s14;s15s21;s16s20;d16;s19;s12;s13;s1;s2;s3;s4;s5;s6;s7;s8;s17;s17;s17;s18;s18;s18;s19;s19;s20;s21;s23;s24;s25;s27;/rC:5.8127,-2.8357,0;5.0021,-3.4213,0;5.7075,-1.836,0;.8109,-1.5877,0;-.8675,.4975,0;3.982,-2.0176,0;.8675,1.5027,0;-.811,-1.5877,0;0,-1,0;;4.0872,-3.0173,0;4.7916,-1.4219,0;.8675,.4975,0;.5006,-2.5382,0;-.8675,1.5027,0;1.0897,-3.3463,0;-3.3886,3.3703,0;-1.3886,3.3762,0;1.8651,-4.6373,0;2.6731,-4.0482,0;-2.3886,3.3732,0;0,2.0104,0;-.4998,-2.5429,0;-2.3856,2.3732,0;2.084,-3.2402,0;.6844,-4.2605,0;1.057,-5.2264,0;4.6869,-.4274,0;1.7328,-.0038,0;6.2692,-3.0396,0;5.0544,-3.9185,0;6.1128,-1.5432,0;1.2865,-1.4332,0;-1.3001,.2469,0;3.5246,-1.8157,0;1.3012,1.7514,0;-1.2865,-1.4331,0;-3.39,3.8703,0;-3.3871,2.8703,0;-3.8886,3.3688,0;-1.3871,2.8762,0;-.8886,3.3776,0;-1.39,3.8762,0;2.1596,-5.0414,0;1.5705,-4.2333,0;2.9677,-4.4523,0;-2.39,3.8732,0;-.7926,-2.9482,0;-2.8179,2.1219,0;2.2867,-2.7831,0;1.1101,-5.7236,0;

Duplicates DB13930

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013750-0000013999/DB13930.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013750-0000013999/DB13930.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013750-0000013999/DB13930.sdf

Formula	C₂₁H₂₂Cl₂N₄O₂
MW	433.34
InChIKey	KSERXGMCDHOLSS-PJQSKVNONA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	29
Number_Rings	3
Number_Bonds	53
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	6
HB_Donor	4
HB_Acceptor	3
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	3.75
logP	5.1311
PSA	90.04
MR	116.415
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-31.80799
PM7_Total_Energy_ev	-4745.53945
PM7_Electronic_Energy_ev	-37982.46211
PM7_Dipole_Debye	4.12304
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.69
PM7_LUMO_Energy_ev	-0.329
PM7_COSMO_Area_square_ang	440.6
PM7_COSMO_Volue_cubic_ang	492.25
PM7_Electron_Affinity_ev	0.329
PM7_Ionization_Energy_ev	8.69
PM7_Energy_Gap_ev	8.361
PM7_Global_Hardness_ev	4.1805
PM7_Global_Softness_ev	0.2392058366224136
PM7_Chemical_Potential_ev	-4.5095
PM7_Electronigativity_ev	4.5095
PM7_Back_Donation_Energy_ev	-1.045125
PM7_Electrophilicity_ev	2.4321959394809234
OPENEYE_Name	4-[5-chloro-2-(isopropylamino)-4-pyridyl]-~{N}-[(1~{S})-1-(3-chlorophenyl)-2-hydroxy-ethyl]-1~{H}-pyrrole-2-carboxamide
SMILES	c1cc(cc(c1)Cl)C(CO)NC(=O)c2cc(c[nH]2)c3cc(ncc3Cl)NC(C)C
Canonical_SMILES	OC[C@H](c1cccc(c1)Cl)NC(=O)c1[nH]cc(c1)c1cc(ncc1Cl)NC(C)C
InChI	1/C21H22Cl2N4O2/c1-12(2)26-20-8-16(17(23)10-25-20)14-7-18(24-9-14)21(29)27-19(11-28)13-4-3-5-15(22)6-13/h3-10,12,19,24,28H,11H2,1-2H3,(H,25,26)(H,27,29)/f/h26-27H
InChI_3D	1S/C21H22Cl2N4O2/c1-12(2)26-20-8-16(17(23)10-25-20)14-7-18(24-9-14)21(29)27-19(11-28)13-4-3-5-15(22)6-13/h3-10,12,19,24,28H,11H2,1-2H3,(H,25,26)(H,27,29)/t19-/m1/s1
AuxInfo	1/1/N:17,18,1,2,3,6,4,5,8,7,19,21,11,9,12,10,13,14,20,15,16,28,29,23,22,24,25,27,26/E:(1,2)/F:m/E:m/rA:51cCCCCCCCCCCCCCCCCCCCCCNNNNOOClClHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;;;;s4d8;d5s9;s2d6;d3s6;d7s10;d4;s5;s14;;;;s11s19;s17s18;s7d15;s8s14;s15s21;s16s20;d16;s19;s12;s13;s1;s2;s3;s4;s5;s6;s7;s8;s17;s17;s17;s18;s18;s18;s19;s19;s20;s21;s23;s24;s25;s27;/rC:5.8127,-2.8357,0;5.0021,-3.4213,0;5.7075,-1.836,0;.8109,-1.5877,0;-.8675,.4975,0;3.982,-2.0176,0;.8675,1.5027,0;-.811,-1.5877,0;0,-1,0;;4.0872,-3.0173,0;4.7916,-1.4219,0;.8675,.4975,0;.5006,-2.5382,0;-.8675,1.5027,0;1.0897,-3.3463,0;-3.3886,3.3703,0;-1.3886,3.3762,0;1.8651,-4.6373,0;2.6731,-4.0482,0;-2.3886,3.3732,0;0,2.0104,0;-.4998,-2.5429,0;-2.3856,2.3732,0;2.084,-3.2402,0;.6844,-4.2605,0;1.057,-5.2264,0;4.6869,-.4274,0;1.7328,-.0038,0;6.2692,-3.0396,0;5.0544,-3.9185,0;6.1128,-1.5432,0;1.2865,-1.4332,0;-1.3001,.2469,0;3.5246,-1.8157,0;1.3012,1.7514,0;-1.2865,-1.4331,0;-3.39,3.8703,0;-3.3871,2.8703,0;-3.8886,3.3688,0;-1.3871,2.8762,0;-.8886,3.3776,0;-1.39,3.8762,0;2.1596,-5.0414,0;1.5705,-4.2333,0;2.9677,-4.4523,0;-2.39,3.8732,0;-.7926,-2.9482,0;-2.8179,2.1219,0;2.2867,-2.7831,0;1.1101,-5.7236,0;
Duplicates	DB13930
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013750-0000013999/DB13930.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013750-0000013999/DB13930.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013750-0000013999/DB13930.sdf