CompChem-Database: compound details

CompChem-Database: details for selected entry

DB03288_p0 (3564)

Formula C₁₈H₂₄ClN₃O₃

MW 365.86

InChIKey VXABTOCIIZSEPD-UYBDAZJANA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 49

Number_Heavy_Atoms 25

Number_Rings 3

Number_Bonds 51

Rotat_Bonds 10

Unbranched_Chain 3

Chiral_Centers 1

ONatoms 6

HB_Donor 4

HB_Acceptor 3

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 1.87

logP 2.4973

PSA 88.59

MR 97.8665

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -98.50998

PM7_Total_Energy_ev -4246.3219

PM7_Electronic_Energy_ev -32996.01808

PM7_Dipole_Debye 3.0268

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.054

PM7_LUMO_Energy_ev -1.029

PM7_COSMO_Area_square_ang 381.87

PM7_COSMO_Volue_cubic_ang 436.42

PM7_Electron_Affinity_ev 1.029

PM7_Ionization_Energy_ev 9.054

PM7_Energy_Gap_ev 8.025

PM7_Global_Hardness_ev 4.0125

PM7_Global_Softness_ev 0.24922118380062305

PM7_Chemical_Potential_ev -5.0415

PM7_Electronigativity_ev 5.0415

PM7_Back_Donation_Energy_ev -1.003125

PM7_Electrophilicity_ev 3.1671928037383177

OPENEYE_Name 5-chloro-~{N}-[(2~{R})-2-[cyclopentyl(2-hydroxyethyl)amino]-2-hydroxy-ethyl]-1~{H}-indole-2-carboxamide

SMILES c1cc(cc2c1[nH]c(c2)C(=O)NCC(N(C3CCCC3)CCO)O)Cl

Canonical_SMILES OCCN(C1CCCC1)[C@@H](CNC(=O)c1cc2c([nH]1)ccc(c2)Cl)O

InChI 1/C18H24ClN3O3/c19-13-5-6-15-12(9-13)10-16(21-15)18(25)20-11-17(24)22(7-8-23)14-3-1-2-4-14/h5-6,9-10,14,17,21,23-24H,1-4,7-8,11H2,(H,20,25)/f/h20H

InChI_3D 1S/C18H24ClN3O3/c19-13-5-6-15-12(9-13)10-16(21-15)18(25)20-11-17(24)22(7-8-23)14-3-1-2-4-14/h5-6,9-10,14,17,21,23-24H,1-4,7-8,11H2,(H,20,25)/t17-/m1/s1

AuxInfo 1/1/N:10,11,12,13,2,1,15,17,3,4,16,5,7,14,6,8,18,9,25,20,19,21,23,24,22/E:(1,2)(3,4)/F:m/E:m/rA:49cCCCCCCCCCCCCCCCCCCNNNOOOClHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s3s4;s1d5;s2d3;d4;s8;;s10;s10;s11;s12s13;;;s15;s16;s6s8;s9s16;s14s15s18;d9;s17;s18;s7;s1;s2;s3;s4;s10;s10;s11;s11;s12;s12;s13;s13;s14;s15;s15;s16;s16;s17;s17;s18;s19;s20;s23;s24;/rC:.868,1.5138,0;0,1.0058,0;.868,-.4978,0;2.6938,-.3125,0;1.736,-.0012,0;1.736,1.0058,0;;3.2858,.5023,0;4.2858,.5024,0;10.2785,-.1465,0;9.9706,-1.0996,0;9.4686,.4426,0;8.9661,-1.0994,0;8.6608,-.1469,0;8.2857,2.2346,0;5.7857,1.3685,0;8.7856,3.1007,0;6.7857,1.3685,0;2.6938,1.3169,0;4.7857,1.3684,0;7.7857,1.3686,0;4.7859,-.3636,0;9.2856,3.9667,0;6.7857,2.3685,0;-.8653,-.5013,0;.868,2.0138,0;-.4337,1.2545,0;.8677,-.9978,0;2.8483,-.788,0;10.7354,-.3494,0;10.5284,.2866,0;9.9185,-1.5969,0;10.4598,-1.2031,0;9.8031,.8143,0;9.1336,.8138,0;8.4768,-1.202,0;9.0177,-1.5968,0;8.2037,-.3494,0;7.8527,2.4846,0;8.7187,1.9847,0;5.7858,.8685,0;5.7857,1.8685,0;9.2187,2.8507,0;8.3526,3.3507,0;6.7858,.8685,0;2.8483,1.7924,0;4.5357,1.8014,0;9.7856,3.9668,0;6.3527,2.6185,0;

Duplicates DB03288_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03288_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03288_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03288_p0.sdf

Formula	C₁₈H₂₄ClN₃O₃
MW	365.86
InChIKey	VXABTOCIIZSEPD-UYBDAZJANA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	49
Number_Heavy_Atoms	25
Number_Rings	3
Number_Bonds	51
Rotat_Bonds	10
Unbranched_Chain	3
Chiral_Centers	1
ONatoms	6
HB_Donor	4
HB_Acceptor	3
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	1.87
logP	2.4973
PSA	88.59
MR	97.8665
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-98.50998
PM7_Total_Energy_ev	-4246.3219
PM7_Electronic_Energy_ev	-32996.01808
PM7_Dipole_Debye	3.0268
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.054
PM7_LUMO_Energy_ev	-1.029
PM7_COSMO_Area_square_ang	381.87
PM7_COSMO_Volue_cubic_ang	436.42
PM7_Electron_Affinity_ev	1.029
PM7_Ionization_Energy_ev	9.054
PM7_Energy_Gap_ev	8.025
PM7_Global_Hardness_ev	4.0125
PM7_Global_Softness_ev	0.24922118380062305
PM7_Chemical_Potential_ev	-5.0415
PM7_Electronigativity_ev	5.0415
PM7_Back_Donation_Energy_ev	-1.003125
PM7_Electrophilicity_ev	3.1671928037383177
OPENEYE_Name	5-chloro-~{N}-[(2~{R})-2-[cyclopentyl(2-hydroxyethyl)amino]-2-hydroxy-ethyl]-1~{H}-indole-2-carboxamide
SMILES	c1cc(cc2c1[nH]c(c2)C(=O)NCC(N(C3CCCC3)CCO)O)Cl
Canonical_SMILES	OCCN(C1CCCC1)[C@@H](CNC(=O)c1cc2c([nH]1)ccc(c2)Cl)O
InChI	1/C18H24ClN3O3/c19-13-5-6-15-12(9-13)10-16(21-15)18(25)20-11-17(24)22(7-8-23)14-3-1-2-4-14/h5-6,9-10,14,17,21,23-24H,1-4,7-8,11H2,(H,20,25)/f/h20H
InChI_3D	1S/C18H24ClN3O3/c19-13-5-6-15-12(9-13)10-16(21-15)18(25)20-11-17(24)22(7-8-23)14-3-1-2-4-14/h5-6,9-10,14,17,21,23-24H,1-4,7-8,11H2,(H,20,25)/t17-/m1/s1
AuxInfo	1/1/N:10,11,12,13,2,1,15,17,3,4,16,5,7,14,6,8,18,9,25,20,19,21,23,24,22/E:(1,2)(3,4)/F:m/E:m/rA:49cCCCCCCCCCCCCCCCCCCNNNOOOClHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s3s4;s1d5;s2d3;d4;s8;;s10;s10;s11;s12s13;;;s15;s16;s6s8;s9s16;s14s15s18;d9;s17;s18;s7;s1;s2;s3;s4;s10;s10;s11;s11;s12;s12;s13;s13;s14;s15;s15;s16;s16;s17;s17;s18;s19;s20;s23;s24;/rC:.868,1.5138,0;0,1.0058,0;.868,-.4978,0;2.6938,-.3125,0;1.736,-.0012,0;1.736,1.0058,0;;3.2858,.5023,0;4.2858,.5024,0;10.2785,-.1465,0;9.9706,-1.0996,0;9.4686,.4426,0;8.9661,-1.0994,0;8.6608,-.1469,0;8.2857,2.2346,0;5.7857,1.3685,0;8.7856,3.1007,0;6.7857,1.3685,0;2.6938,1.3169,0;4.7857,1.3684,0;7.7857,1.3686,0;4.7859,-.3636,0;9.2856,3.9667,0;6.7857,2.3685,0;-.8653,-.5013,0;.868,2.0138,0;-.4337,1.2545,0;.8677,-.9978,0;2.8483,-.788,0;10.7354,-.3494,0;10.5284,.2866,0;9.9185,-1.5969,0;10.4598,-1.2031,0;9.8031,.8143,0;9.1336,.8138,0;8.4768,-1.202,0;9.0177,-1.5968,0;8.2037,-.3494,0;7.8527,2.4846,0;8.7187,1.9847,0;5.7858,.8685,0;5.7857,1.8685,0;9.2187,2.8507,0;8.3526,3.3507,0;6.7858,.8685,0;2.8483,1.7924,0;4.5357,1.8014,0;9.7856,3.9668,0;6.3527,2.6185,0;
Duplicates	DB03288_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03288_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03288_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03288_p0.sdf