CompChem-Database: compound details

CompChem-Database: details for selected entry

DB15031 (12189)

Formula C₂₃H₂₃ClN₆O₂

MW 450.93

InChIKey NBGABHGMJVIVBW-LELJVTLKNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 55

Number_Heavy_Atoms 32

Number_Rings 5

Number_Bonds 59

Rotat_Bonds 5

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 8

HB_Donor 1

HB_Acceptor 4

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 3.89

logP 4.2033

PSA 88.93

MR 125.968

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 49.95648

PM7_Total_Energy_ev -5107.85425

PM7_Electronic_Energy_ev -47435.56057

PM7_Dipole_Debye 8.74252

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.626

PM7_LUMO_Energy_ev -0.973

PM7_COSMO_Area_square_ang 416.28

PM7_COSMO_Volue_cubic_ang 517.36

PM7_Electron_Affinity_ev 0.973

PM7_Ionization_Energy_ev 8.626

PM7_Energy_Gap_ev 7.653

PM7_Global_Hardness_ev 3.8265

PM7_Global_Softness_ev 0.2613354240167255

PM7_Chemical_Potential_ev -4.7995

PM7_Electronigativity_ev 4.7995

PM7_Back_Donation_Energy_ev -0.956625

PM7_Electrophilicity_ev 3.0099569123219654

OPENEYE_Name [(2~{S})-2-(5-chloro-4-methyl-1~{H}-benzimidazol-2-yl)-2-methyl-pyrrolidin-1-yl]-[5-methoxy-2-(triazol-2-yl)phenyl]methanone

SMILES c1cc(c(c2c1[nH]c(n2)C3(CCCN3C(=O)c4cc(ccc4n5nccn5)OC)C)C)Cl

Canonical_SMILES COc1ccc(c(c1)C(=O)N1CCC[C@@]1(C)c1nc2c([nH]1)ccc(c2C)Cl)n1nccn1

InChI 1/C23H23ClN6O2/c1-14-17(24)6-7-18-20(14)28-22(27-18)23(2)9-4-12-29(23)21(31)16-13-15(32-3)5-8-19(16)30-25-10-11-26-30/h5-8,10-11,13H,4,9,12H2,1-3H3,(H,27,28)/f/h27H

InChI_3D 1S/C23H23ClN6O2/c1-14-17(24)6-7-18-20(14)28-22(27-18)23(2)9-4-12-29(23)21(31)16-13-15(32-3)5-8-19(16)30-25-10-11-26-30/h5-8,10-11,13H,4,9,12H2,1-3H3,(H,27,28)/t23-/m0/s1

AuxInfo 1/1/N:21,22,23,17,3,4,1,2,18,6,7,19,5,9,13,8,14,11,12,10,16,15,20,32,24,25,27,26,29,28,30,31/E:(10,11)(25,26)/F:m/E:m/rA:55cCCCCCCCCCCCCCCCCCCCCCCCNNNNNNOOClHHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;d1;;;s6;s5;;s9;s1d10;s2d8;s3d5;s4d9;;s8;;s17;s17;s15s18;s9;s20;;d6;d7;s10d15;s11s15;s12s24s25;s16s19s20;d16;s13s23;s14;s1;s2;s3;s4;s5;s6;s7;s17;s17;s18;s18;s19;s19;s21;s21;s21;s22;s22;s22;s23;s23;s23;s27;/rC:.868,.5079,0;8.0789,-2.7416,0;8.6682,-1.9273,0;;7.2627,-.9101,0;5.1876,-4.4017,0;5.9984,-4.9869,0;6.6734,-1.7244,0;.868,-1.5037,0;1.736,-1.0071,0;1.736,0,0;7.0845,-2.6361,0;8.2631,-1.0074,0;0,-1.0058,0;3.2858,-.5036,0;5.6785,-1.6232,0;5.0959,.9016,0;4.1817,.4926,0;5.7644,.1579,0;4.2858,-.5035,0;.8674,-2.5037,0;4.182,-1.4981,0;8.4409,.7155,0;5.4966,-3.4491,0;6.8095,-4.4013,0;2.6938,-1.3184,0;2.6938,.311,0;6.4982,-3.4462,0;5.2687,-.711,0;5.0934,-2.4342,0;8.8494,-.1973,0;-.8653,-1.507,0;.868,1.0079,0;8.2825,-3.1983,0;9.1654,-1.9801,0;-.4337,.2487,0;7.0571,-.4543,0;4.7124,-4.557,0;5.9984,-5.4869,0;4.8455,1.3344,0;5.5004,1.1955,0;3.6927,.3886,0;4.0267,.968,0;6.0985,.5299,0;6.1698,-.1346,0;1.3674,-2.504,0;.3674,-2.5034,0;.8672,-3.0037,0;4.6793,-1.55,0;3.6847,-1.4462,0;4.1301,-1.9954,0;7.9845,.5113,0;8.8973,.9197,0;8.2367,1.1719,0;2.8483,.7865,0;

Duplicates DB15031

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15031.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15031.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15031.sdf

Formula	C₂₃H₂₃ClN₆O₂
MW	450.93
InChIKey	NBGABHGMJVIVBW-LELJVTLKNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	55
Number_Heavy_Atoms	32
Number_Rings	5
Number_Bonds	59
Rotat_Bonds	5
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	8
HB_Donor	1
HB_Acceptor	4
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	3.89
logP	4.2033
PSA	88.93
MR	125.968
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	49.95648
PM7_Total_Energy_ev	-5107.85425
PM7_Electronic_Energy_ev	-47435.56057
PM7_Dipole_Debye	8.74252
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.626
PM7_LUMO_Energy_ev	-0.973
PM7_COSMO_Area_square_ang	416.28
PM7_COSMO_Volue_cubic_ang	517.36
PM7_Electron_Affinity_ev	0.973
PM7_Ionization_Energy_ev	8.626
PM7_Energy_Gap_ev	7.653
PM7_Global_Hardness_ev	3.8265
PM7_Global_Softness_ev	0.2613354240167255
PM7_Chemical_Potential_ev	-4.7995
PM7_Electronigativity_ev	4.7995
PM7_Back_Donation_Energy_ev	-0.956625
PM7_Electrophilicity_ev	3.0099569123219654
OPENEYE_Name	[(2~{S})-2-(5-chloro-4-methyl-1~{H}-benzimidazol-2-yl)-2-methyl-pyrrolidin-1-yl]-[5-methoxy-2-(triazol-2-yl)phenyl]methanone
SMILES	c1cc(c(c2c1[nH]c(n2)C3(CCCN3C(=O)c4cc(ccc4n5nccn5)OC)C)C)Cl
Canonical_SMILES	COc1ccc(c(c1)C(=O)N1CCC[C@@]1(C)c1nc2c([nH]1)ccc(c2C)Cl)n1nccn1
InChI	1/C23H23ClN6O2/c1-14-17(24)6-7-18-20(14)28-22(27-18)23(2)9-4-12-29(23)21(31)16-13-15(32-3)5-8-19(16)30-25-10-11-26-30/h5-8,10-11,13H,4,9,12H2,1-3H3,(H,27,28)/f/h27H
InChI_3D	1S/C23H23ClN6O2/c1-14-17(24)6-7-18-20(14)28-22(27-18)23(2)9-4-12-29(23)21(31)16-13-15(32-3)5-8-19(16)30-25-10-11-26-30/h5-8,10-11,13H,4,9,12H2,1-3H3,(H,27,28)/t23-/m0/s1
AuxInfo	1/1/N:21,22,23,17,3,4,1,2,18,6,7,19,5,9,13,8,14,11,12,10,16,15,20,32,24,25,27,26,29,28,30,31/E:(10,11)(25,26)/F:m/E:m/rA:55cCCCCCCCCCCCCCCCCCCCCCCCNNNNNNOOClHHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;d1;;;s6;s5;;s9;s1d10;s2d8;s3d5;s4d9;;s8;;s17;s17;s15s18;s9;s20;;d6;d7;s10d15;s11s15;s12s24s25;s16s19s20;d16;s13s23;s14;s1;s2;s3;s4;s5;s6;s7;s17;s17;s18;s18;s19;s19;s21;s21;s21;s22;s22;s22;s23;s23;s23;s27;/rC:.868,.5079,0;8.0789,-2.7416,0;8.6682,-1.9273,0;;7.2627,-.9101,0;5.1876,-4.4017,0;5.9984,-4.9869,0;6.6734,-1.7244,0;.868,-1.5037,0;1.736,-1.0071,0;1.736,0,0;7.0845,-2.6361,0;8.2631,-1.0074,0;0,-1.0058,0;3.2858,-.5036,0;5.6785,-1.6232,0;5.0959,.9016,0;4.1817,.4926,0;5.7644,.1579,0;4.2858,-.5035,0;.8674,-2.5037,0;4.182,-1.4981,0;8.4409,.7155,0;5.4966,-3.4491,0;6.8095,-4.4013,0;2.6938,-1.3184,0;2.6938,.311,0;6.4982,-3.4462,0;5.2687,-.711,0;5.0934,-2.4342,0;8.8494,-.1973,0;-.8653,-1.507,0;.868,1.0079,0;8.2825,-3.1983,0;9.1654,-1.9801,0;-.4337,.2487,0;7.0571,-.4543,0;4.7124,-4.557,0;5.9984,-5.4869,0;4.8455,1.3344,0;5.5004,1.1955,0;3.6927,.3886,0;4.0267,.968,0;6.0985,.5299,0;6.1698,-.1346,0;1.3674,-2.504,0;.3674,-2.5034,0;.8672,-3.0037,0;4.6793,-1.55,0;3.6847,-1.4462,0;4.1301,-1.9954,0;7.9845,.5113,0;8.8973,.9197,0;8.2367,1.1719,0;2.8483,.7865,0;
Duplicates	DB15031
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15031.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15031.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15031.sdf