CompChem-Database: compound details

CompChem-Database: details for selected entry

DB14875 (12083)

Formula C₂₂H₃₃N₃O₃S

MW 419.58

InChIKey NCDZABJPWMBMIQ-DXAUXPAJNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 62

Number_Heavy_Atoms 29

Number_Rings 3

Number_Bonds 64

Rotat_Bonds 10

Unbranched_Chain 4

Chiral_Centers 1

ONatoms 6

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 4.48

logP 4.7932

PSA 107.83

MR 121.324

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -137.33684

PM7_Total_Energy_ev -4770.78079

PM7_Electronic_Energy_ev -41751.13921

PM7_Dipole_Debye 6.52736

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.509

PM7_LUMO_Energy_ev -0.416

PM7_COSMO_Area_square_ang 446.87

PM7_COSMO_Volue_cubic_ang 515.12

PM7_Electron_Affinity_ev 0.416

PM7_Ionization_Energy_ev 8.509

PM7_Energy_Gap_ev 8.093

PM7_Global_Hardness_ev 4.0465

PM7_Global_Softness_ev 0.24712714691708884

PM7_Chemical_Potential_ev -4.4625

PM7_Electronigativity_ev 4.4625

PM7_Back_Donation_Energy_ev -1.011625

PM7_Electrophilicity_ev 2.4606334177684417

OPENEYE_Name 2-[(1~{S},3~{S})-1-[5-(cyclohexylcarbamoyl)-6-propylsulfanyl-2-pyridyl]-3-piperidyl]acetic acid

SMILES c1cc(nc(c1C(=O)NC2CCCCC2)SCCC)N3CCCC(C3)CC(=O)O

Canonical_SMILES CCCSc1nc(ccc1C(=O)NC1CCCCC1)N1CCC[C@H](C1)CC(=O)O

InChI 1/C22H33N3O3S/c1-2-13-29-22-18(21(28)23-17-8-4-3-5-9-17)10-11-19(24-22)25-12-6-7-16(15-25)14-20(26)27/h10-11,16-17H,2-9,12-15H2,1H3,(H,23,28)(H,26,27)/f/h23,26H

InChI_3D 1S/C22H33N3O3S/c1-2-13-29-22-18(21(28)23-17-8-4-3-5-9-17)10-11-19(24-22)25-12-6-7-16(15-25)14-20(26)27/h10-11,16-17H,2-9,12-15H2,1H3,(H,23,28)(H,26,27)/t16-/m0/s1

AuxInfo 1/1/N:19,21,8,9,10,11,12,13,14,1,2,15,22,20,16,17,18,3,4,7,6,5,25,23,24,27,28,26,29/E:(4,5)(8,9)(26,27)/F:19,21,8,9,10,11,12,13,14,1,2,15,22,20,16,17,18,3,4,7,6,5,25,23,24,28,27,26,29/E:(4,5)(8,9)/rA:62cCCCCCCCCCCCCCCCCCCCCCCNNNOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;s3;;;s8;s8;;s11;s9;s10;s11;;s12s16;s13s14;;s7s17;s19;s21;d4s5;s4s15s16;s6s18;d6;d7;s7;s5s22;s1;s2;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s18;s19;s19;s19;s20;s20;s21;s21;s22;s22;s25;s28;/rC:;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;1.7328,-.0038,0;-4.4144,-.5858,0;6.0935,-.0321,0;5.4525,.7355,0;5.7547,-.973,0;-2.6159,3.5053,0;-3.479,3.0002,0;4.4627,.5605,0;4.7648,-1.148,0;-1.7439,3.0052,0;-2.607,1.5001,0;-3.479,2.0002,0;4.1138,-.3822,0;1.7438,5.0001,0;-4.0742,.3545,0;1.7409,4.0001,0;1.7379,3.0001,0;0,2.0104,0;-1.735,2.0001,0;2.5995,.495,0;1.7313,-1.0038,0;-5.3989,-.7614,0;-3.7701,-1.3506,0;1.735,2.0001,0;0,-.5,0;-1.3001,.2469,0;6.5269,-.2814,0;6.4151,.3508,0;5.8859,.9849,0;5.2817,1.2054,0;5.7554,-1.473,0;6.2473,-1.0586,0;-2.9392,3.8867,0;-2.296,3.8896,0;-3.9712,2.9124,0;-3.6519,3.4694,0;4.4634,1.0605,0;3.9706,.649,0;4.3329,-1.4,0;4.937,-1.6175,0;-1.5752,3.4759,0;-1.2509,2.9218,0;-2.2859,1.1168,0;-2.928,1.1168,0;-3.9715,2.0865,0;3.7934,-.766,0;2.2438,4.9987,0;1.7453,5.5001,0;1.2438,5.0016,0;-4.5444,.5246,0;-3.6041,.1844,0;2.2409,3.9987,0;1.2409,4.0016,0;2.2379,2.9987,0;1.2379,3.0016,0;2.6003,.995,0;-3.9402,-1.8208,0;

Duplicates DB14875

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014750-0000014999/DB14875.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014750-0000014999/DB14875.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014750-0000014999/DB14875.sdf

Formula	C₂₂H₃₃N₃O₃S
MW	419.58
InChIKey	NCDZABJPWMBMIQ-DXAUXPAJNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	62
Number_Heavy_Atoms	29
Number_Rings	3
Number_Bonds	64
Rotat_Bonds	10
Unbranched_Chain	4
Chiral_Centers	1
ONatoms	6
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	4.48
logP	4.7932
PSA	107.83
MR	121.324
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-137.33684
PM7_Total_Energy_ev	-4770.78079
PM7_Electronic_Energy_ev	-41751.13921
PM7_Dipole_Debye	6.52736
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.509
PM7_LUMO_Energy_ev	-0.416
PM7_COSMO_Area_square_ang	446.87
PM7_COSMO_Volue_cubic_ang	515.12
PM7_Electron_Affinity_ev	0.416
PM7_Ionization_Energy_ev	8.509
PM7_Energy_Gap_ev	8.093
PM7_Global_Hardness_ev	4.0465
PM7_Global_Softness_ev	0.24712714691708884
PM7_Chemical_Potential_ev	-4.4625
PM7_Electronigativity_ev	4.4625
PM7_Back_Donation_Energy_ev	-1.011625
PM7_Electrophilicity_ev	2.4606334177684417
OPENEYE_Name	2-[(1~{S},3~{S})-1-[5-(cyclohexylcarbamoyl)-6-propylsulfanyl-2-pyridyl]-3-piperidyl]acetic acid
SMILES	c1cc(nc(c1C(=O)NC2CCCCC2)SCCC)N3CCCC(C3)CC(=O)O
Canonical_SMILES	CCCSc1nc(ccc1C(=O)NC1CCCCC1)N1CCC[C@H](C1)CC(=O)O
InChI	1/C22H33N3O3S/c1-2-13-29-22-18(21(28)23-17-8-4-3-5-9-17)10-11-19(24-22)25-12-6-7-16(15-25)14-20(26)27/h10-11,16-17H,2-9,12-15H2,1H3,(H,23,28)(H,26,27)/f/h23,26H
InChI_3D	1S/C22H33N3O3S/c1-2-13-29-22-18(21(28)23-17-8-4-3-5-9-17)10-11-19(24-22)25-12-6-7-16(15-25)14-20(26)27/h10-11,16-17H,2-9,12-15H2,1H3,(H,23,28)(H,26,27)/t16-/m0/s1
AuxInfo	1/1/N:19,21,8,9,10,11,12,13,14,1,2,15,22,20,16,17,18,3,4,7,6,5,25,23,24,27,28,26,29/E:(4,5)(8,9)(26,27)/F:19,21,8,9,10,11,12,13,14,1,2,15,22,20,16,17,18,3,4,7,6,5,25,23,24,28,27,26,29/E:(4,5)(8,9)/rA:62cCCCCCCCCCCCCCCCCCCCCCCNNNOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;s3;;;s8;s8;;s11;s9;s10;s11;;s12s16;s13s14;;s7s17;s19;s21;d4s5;s4s15s16;s6s18;d6;d7;s7;s5s22;s1;s2;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s18;s19;s19;s19;s20;s20;s21;s21;s22;s22;s25;s28;/rC:;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;1.7328,-.0038,0;-4.4144,-.5858,0;6.0935,-.0321,0;5.4525,.7355,0;5.7547,-.973,0;-2.6159,3.5053,0;-3.479,3.0002,0;4.4627,.5605,0;4.7648,-1.148,0;-1.7439,3.0052,0;-2.607,1.5001,0;-3.479,2.0002,0;4.1138,-.3822,0;1.7438,5.0001,0;-4.0742,.3545,0;1.7409,4.0001,0;1.7379,3.0001,0;0,2.0104,0;-1.735,2.0001,0;2.5995,.495,0;1.7313,-1.0038,0;-5.3989,-.7614,0;-3.7701,-1.3506,0;1.735,2.0001,0;0,-.5,0;-1.3001,.2469,0;6.5269,-.2814,0;6.4151,.3508,0;5.8859,.9849,0;5.2817,1.2054,0;5.7554,-1.473,0;6.2473,-1.0586,0;-2.9392,3.8867,0;-2.296,3.8896,0;-3.9712,2.9124,0;-3.6519,3.4694,0;4.4634,1.0605,0;3.9706,.649,0;4.3329,-1.4,0;4.937,-1.6175,0;-1.5752,3.4759,0;-1.2509,2.9218,0;-2.2859,1.1168,0;-2.928,1.1168,0;-3.9715,2.0865,0;3.7934,-.766,0;2.2438,4.9987,0;1.7453,5.5001,0;1.2438,5.0016,0;-4.5444,.5246,0;-3.6041,.1844,0;2.2409,3.9987,0;1.2409,4.0016,0;2.2379,2.9987,0;1.2379,3.0016,0;2.6003,.995,0;-3.9402,-1.8208,0;
Duplicates	DB14875
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014750-0000014999/DB14875.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014750-0000014999/DB14875.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014750-0000014999/DB14875.sdf