CompChem-Database: compound details

CompChem-Database: details for selected entry

DB13534 (11292)

Formula C₂₃H₂₁ClN₂O₄

MW 424.88

InChIKey SLYDYLLJUXFULK-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 30

Number_Rings 4

Number_Bonds 54

Rotat_Bonds 7

Unbranched_Chain 3

Chiral_Centers 0

ONatoms 6

HB_Donor 1

HB_Acceptor 2

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 4.96

logP 5.8734

PSA 73.44

MR 116.877

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -72.48448

PM7_Total_Energy_ev -4927.44746

PM7_Electronic_Energy_ev -41832.66914

PM7_Dipole_Debye 4.15206

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.818

PM7_LUMO_Energy_ev -0.92

PM7_COSMO_Area_square_ang 414.45

PM7_COSMO_Volue_cubic_ang 484.4

PM7_Electron_Affinity_ev 0.92

PM7_Ionization_Energy_ev 8.818

PM7_Energy_Gap_ev 7.898

PM7_Global_Hardness_ev 3.949

PM7_Global_Softness_ev 0.2532286654849329

PM7_Chemical_Potential_ev -4.869

PM7_Electronigativity_ev 4.869

PM7_Back_Donation_Energy_ev -0.98725

PM7_Electrophilicity_ev 3.0016663712332234

OPENEYE_Name isopropyl 5-(4-chlorophenoxy)-4-(methoxymethyl)-9~{H}-pyrido[3,4-b]indole-3-carboxylate

SMILES c1cc2c(c3c(c(ncc3[nH]2)C(=O)OC(C)C)COC)c(c1)Oc4ccc(cc4)Cl

Canonical_SMILES COCc1c(ncc2c1c1c(cccc1[nH]2)Oc1ccc(cc1)Cl)C(=O)OC(C)C

InChI 1/C23H21ClN2O4/c1-13(2)29-23(27)22-16(12-28-3)20-18(11-25-22)26-17-5-4-6-19(21(17)20)30-15-9-7-14(24)8-10-15/h4-11,13,26H,12H2,1-3H3

InChI_3D 1S/C23H21ClN2O4/c1-13(2)29-23(27)22-16(12-28-3)20-18(11-25-22)26-17-5-4-6-19(21(17)20)30-15-9-7-14(24)8-10-15/h4-11,13,26H,12H2,1-3H3

AuxInfo 1/0/N:19,20,21,1,2,3,6,7,4,5,8,22,23,16,14,11,12,13,15,9,10,17,18,30,24,25,26,29,28,27/E:(1,2)(7,8)(9,10)/rA:51nCCCCCCCCCCCCCCCCCCCCCCCNNOOOOClHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;d4;s5;;;s9;d9;s2d10;d8s9;s4d5;d3s10;s6d7;s11;s17;;;;s11;s19s20;s8d17;s12s13;d18;s14s15;s18s23;s21s22;s16;s1;s2;s3;s4;s5;s6;s7;s8;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s23;s25;/rC:-.3143,.9606,0;.3605,1.7075,0;;.4365,-3.4085,0;-.8547,-2.2496,0;-.2349,-4.1566,0;-1.5261,-2.9977,0;3.9487,1.7045,0;2.6563,.5419,0;1.6513,.5386,0;3.3258,-.2052,0;1.3429,1.4971,0;2.9705,1.497,0;.1232,-2.4588,0;.9816,-.2059,0;-1.2197,-3.955,0;4.3095,.0013,0;4.9782,-.7423,0;6.0059,-3.1802,0;4.5937,-3.1054,0;2.3918,-3.0561,0;3.0145,-1.1555,0;5.3373,-2.4367,0;4.6201,.9615,0;2.1552,2.0893,0;5.9565,-.5349,0;1.2921,-1.1565,0;4.6686,-1.6931,0;2.7031,-2.1058,0;-1.8876,-4.6992,0;-.8034,1.0645,0;.2068,2.1833,0;-.3337,-.3724,0;.9259,-3.511,0;-1.0093,-1.7741,0;-.0783,-4.6314,0;-2.0151,-2.8931,0;4.1029,2.1801,0;5.6342,-3.5146,0;6.3403,-3.552,0;6.3777,-2.8459,0;4.2594,-2.7336,0;4.9281,-3.4771,0;4.2219,-3.4397,0;1.9166,-2.9004,0;2.8669,-3.2118,0;2.2361,-3.5312,0;2.5393,-.9998,0;3.4896,-1.3112,0;5.709,-2.1023,0;2.1548,2.5893,0;

Duplicates DB13534

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013500-0000013749/DB13534.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013500-0000013749/DB13534.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013500-0000013749/DB13534.sdf

Formula	C₂₃H₂₁ClN₂O₄
MW	424.88
InChIKey	SLYDYLLJUXFULK-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	30
Number_Rings	4
Number_Bonds	54
Rotat_Bonds	7
Unbranched_Chain	3
Chiral_Centers	0
ONatoms	6
HB_Donor	1
HB_Acceptor	2
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	4.96
logP	5.8734
PSA	73.44
MR	116.877
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-72.48448
PM7_Total_Energy_ev	-4927.44746
PM7_Electronic_Energy_ev	-41832.66914
PM7_Dipole_Debye	4.15206
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.818
PM7_LUMO_Energy_ev	-0.92
PM7_COSMO_Area_square_ang	414.45
PM7_COSMO_Volue_cubic_ang	484.4
PM7_Electron_Affinity_ev	0.92
PM7_Ionization_Energy_ev	8.818
PM7_Energy_Gap_ev	7.898
PM7_Global_Hardness_ev	3.949
PM7_Global_Softness_ev	0.2532286654849329
PM7_Chemical_Potential_ev	-4.869
PM7_Electronigativity_ev	4.869
PM7_Back_Donation_Energy_ev	-0.98725
PM7_Electrophilicity_ev	3.0016663712332234
OPENEYE_Name	isopropyl 5-(4-chlorophenoxy)-4-(methoxymethyl)-9~{H}-pyrido[3,4-b]indole-3-carboxylate
SMILES	c1cc2c(c3c(c(ncc3[nH]2)C(=O)OC(C)C)COC)c(c1)Oc4ccc(cc4)Cl
Canonical_SMILES	COCc1c(ncc2c1c1c(cccc1[nH]2)Oc1ccc(cc1)Cl)C(=O)OC(C)C
InChI	1/C23H21ClN2O4/c1-13(2)29-23(27)22-16(12-28-3)20-18(11-25-22)26-17-5-4-6-19(21(17)20)30-15-9-7-14(24)8-10-15/h4-11,13,26H,12H2,1-3H3
InChI_3D	1S/C23H21ClN2O4/c1-13(2)29-23(27)22-16(12-28-3)20-18(11-25-22)26-17-5-4-6-19(21(17)20)30-15-9-7-14(24)8-10-15/h4-11,13,26H,12H2,1-3H3
AuxInfo	1/0/N:19,20,21,1,2,3,6,7,4,5,8,22,23,16,14,11,12,13,15,9,10,17,18,30,24,25,26,29,28,27/E:(1,2)(7,8)(9,10)/rA:51nCCCCCCCCCCCCCCCCCCCCCCCNNOOOOClHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;d4;s5;;;s9;d9;s2d10;d8s9;s4d5;d3s10;s6d7;s11;s17;;;;s11;s19s20;s8d17;s12s13;d18;s14s15;s18s23;s21s22;s16;s1;s2;s3;s4;s5;s6;s7;s8;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s23;s25;/rC:-.3143,.9606,0;.3605,1.7075,0;;.4365,-3.4085,0;-.8547,-2.2496,0;-.2349,-4.1566,0;-1.5261,-2.9977,0;3.9487,1.7045,0;2.6563,.5419,0;1.6513,.5386,0;3.3258,-.2052,0;1.3429,1.4971,0;2.9705,1.497,0;.1232,-2.4588,0;.9816,-.2059,0;-1.2197,-3.955,0;4.3095,.0013,0;4.9782,-.7423,0;6.0059,-3.1802,0;4.5937,-3.1054,0;2.3918,-3.0561,0;3.0145,-1.1555,0;5.3373,-2.4367,0;4.6201,.9615,0;2.1552,2.0893,0;5.9565,-.5349,0;1.2921,-1.1565,0;4.6686,-1.6931,0;2.7031,-2.1058,0;-1.8876,-4.6992,0;-.8034,1.0645,0;.2068,2.1833,0;-.3337,-.3724,0;.9259,-3.511,0;-1.0093,-1.7741,0;-.0783,-4.6314,0;-2.0151,-2.8931,0;4.1029,2.1801,0;5.6342,-3.5146,0;6.3403,-3.552,0;6.3777,-2.8459,0;4.2594,-2.7336,0;4.9281,-3.4771,0;4.2219,-3.4397,0;1.9166,-2.9004,0;2.8669,-3.2118,0;2.2361,-3.5312,0;2.5393,-.9998,0;3.4896,-1.3112,0;5.709,-2.1023,0;2.1548,2.5893,0;
Duplicates	DB13534
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013500-0000013749/DB13534.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013500-0000013749/DB13534.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013500-0000013749/DB13534.sdf