CompChem-Database: compound details

CompChem-Database: details for selected entry

DB06166 (5687)

Formula C₂₀H₁₇ClN₃O₃P

MW 413.8

InChIKey CGBYTKOSZYQOPV-TWSYTRIPNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 45

Number_Heavy_Atoms 28

Number_Rings 3

Number_Bonds 47

Rotat_Bonds 5

Unbranched_Chain 4

Chiral_Centers 0

ONatoms 6

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 4.62

logP 4.34098

PSA 118.78

MR 111.282

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -50.23502

PM7_Total_Energy_ev -4572.79056

PM7_Electronic_Energy_ev -36363.15454

PM7_Dipole_Debye 6.07996

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.997

PM7_LUMO_Energy_ev -1.032

PM7_COSMO_Area_square_ang 398.46

PM7_COSMO_Volue_cubic_ang 462.86

PM7_Electron_Affinity_ev 1.032

PM7_Ionization_Energy_ev 8.997

PM7_Energy_Gap_ev 7.965

PM7_Global_Hardness_ev 3.9825

PM7_Global_Softness_ev 0.25109855618330196

PM7_Chemical_Potential_ev -5.0145

PM7_Electronigativity_ev 5.0145

PM7_Back_Donation_Energy_ev -0.995625

PM7_Electrophilicity_ev 3.1569629943502826

OPENEYE_Name 5-chloro-3-[[3-[(~{E})-2-cyanovinyl]-5-methyl-phenyl]-methoxy-phosphoryl]-1~{H}-indole-2-carboxamide

SMILES C(#N)C=Cc1cc(cc(c1)P(=O)(c2c3cc(ccc3[nH]c2C(=O)N)Cl)OC)C

Canonical_SMILES N#C/C=C/c1cc(C)cc(c1)[P@@](=O)(c1c([nH]c2c1cc(Cl)cc2)C(=O)N)OC

InChI 1/C20H17ClN3O3P/c1-12-8-13(4-3-7-22)10-15(9-12)28(26,27-2)19-16-11-14(21)5-6-17(16)24-18(19)20(23)25/h3-6,8-11,24H,1-2H3,(H2,23,25)/f/h23H2

InChI_3D 1S/C20H17ClN3O3P/c1-12-8-13(4-3-7-22)10-15(9-12)28(26,27-2)19-16-11-14(21)5-6-17(16)24-18(19)20(23)25/h3-6,8-11,24H,1-2H3,(H2,23,25)/b4-3+/t28-/m0/s1

AuxInfo 1/1/N:19,20,16,17,3,2,1,5,7,6,4,10,9,14,12,8,11,15,13,18,28,21,23,22,24,25,26,27/F:m/rA:45cCCCCCCCCCCCCCCCCCCCCNNNOOOPClHHHHHHHHHHHHHHHHH/rB:;d2;;;;;s4;d5s6;s5d7;s2d8;d6s7;s8;s3d4;d13;s1;s9w16;s15;s10;;t1;s11s15;s18;d18;;s20;s12s13d25s26;s14;s2;s3;s4;s5;s6;s7;s16;s17;s19;s19;s19;s20;s20;s20;s22;s23;s23;/rC:7.0992,-5.4691,0;.868,1.5138,0;0,1.0058,0;.868,-.4978,0;4.1646,-4.84,0;4.5254,-3.1428,0;2.8753,-3.6788,0;1.736,-.0012,0;4.836,-4.0988,0;3.1859,-4.6349,0;1.736,1.0058,0;3.5435,-2.9279,0;2.6938,-.3125,0;;3.2858,.5023,0;6.1214,-5.2597,0;5.8138,-4.3082,0;4.2858,.5024,0;2.5178,-5.3789,0;1.3324,-2.5948,0;8.0771,-5.6784,0;2.6938,1.3169,0;4.7857,1.3684,0;4.7859,-.3636,0;4.1856,-1.6679,0;2.2834,-2.2858,0;3.2345,-1.9769,0;-.8653,-.5013,0;.868,2.0138,0;-.4337,1.2545,0;.8677,-.9978,0;4.3191,-5.3155,0;4.8611,-2.7722,0;2.3859,-3.5763,0;5.7863,-5.6308,0;6.1489,-3.9371,0;2.1457,-5.0449,0;2.8898,-5.713,0;2.1837,-5.751,0;1.4868,-3.0704,0;1.1779,-2.1193,0;.8568,-2.7493,0;2.8483,1.7924,0;4.5357,1.8014,0;5.2857,1.3684,0;

Duplicates DB06166

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006000-0000006249/DB06166.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006000-0000006249/DB06166.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006000-0000006249/DB06166.sdf

Formula	C₂₀H₁₇ClN₃O₃P
MW	413.8
InChIKey	CGBYTKOSZYQOPV-TWSYTRIPNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	45
Number_Heavy_Atoms	28
Number_Rings	3
Number_Bonds	47
Rotat_Bonds	5
Unbranched_Chain	4
Chiral_Centers	0
ONatoms	6
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	4.62
logP	4.34098
PSA	118.78
MR	111.282
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-50.23502
PM7_Total_Energy_ev	-4572.79056
PM7_Electronic_Energy_ev	-36363.15454
PM7_Dipole_Debye	6.07996
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.997
PM7_LUMO_Energy_ev	-1.032
PM7_COSMO_Area_square_ang	398.46
PM7_COSMO_Volue_cubic_ang	462.86
PM7_Electron_Affinity_ev	1.032
PM7_Ionization_Energy_ev	8.997
PM7_Energy_Gap_ev	7.965
PM7_Global_Hardness_ev	3.9825
PM7_Global_Softness_ev	0.25109855618330196
PM7_Chemical_Potential_ev	-5.0145
PM7_Electronigativity_ev	5.0145
PM7_Back_Donation_Energy_ev	-0.995625
PM7_Electrophilicity_ev	3.1569629943502826
OPENEYE_Name	5-chloro-3-[[3-[(~{E})-2-cyanovinyl]-5-methyl-phenyl]-methoxy-phosphoryl]-1~{H}-indole-2-carboxamide
SMILES	C(#N)C=Cc1cc(cc(c1)P(=O)(c2c3cc(ccc3[nH]c2C(=O)N)Cl)OC)C
Canonical_SMILES	N#C/C=C/c1cc(C)cc(c1)[P@@](=O)(c1c([nH]c2c1cc(Cl)cc2)C(=O)N)OC
InChI	1/C20H17ClN3O3P/c1-12-8-13(4-3-7-22)10-15(9-12)28(26,27-2)19-16-11-14(21)5-6-17(16)24-18(19)20(23)25/h3-6,8-11,24H,1-2H3,(H2,23,25)/f/h23H2
InChI_3D	1S/C20H17ClN3O3P/c1-12-8-13(4-3-7-22)10-15(9-12)28(26,27-2)19-16-11-14(21)5-6-17(16)24-18(19)20(23)25/h3-6,8-11,24H,1-2H3,(H2,23,25)/b4-3+/t28-/m0/s1
AuxInfo	1/1/N:19,20,16,17,3,2,1,5,7,6,4,10,9,14,12,8,11,15,13,18,28,21,23,22,24,25,26,27/F:m/rA:45cCCCCCCCCCCCCCCCCCCCCNNNOOOPClHHHHHHHHHHHHHHHHH/rB:;d2;;;;;s4;d5s6;s5d7;s2d8;d6s7;s8;s3d4;d13;s1;s9w16;s15;s10;;t1;s11s15;s18;d18;;s20;s12s13d25s26;s14;s2;s3;s4;s5;s6;s7;s16;s17;s19;s19;s19;s20;s20;s20;s22;s23;s23;/rC:7.0992,-5.4691,0;.868,1.5138,0;0,1.0058,0;.868,-.4978,0;4.1646,-4.84,0;4.5254,-3.1428,0;2.8753,-3.6788,0;1.736,-.0012,0;4.836,-4.0988,0;3.1859,-4.6349,0;1.736,1.0058,0;3.5435,-2.9279,0;2.6938,-.3125,0;;3.2858,.5023,0;6.1214,-5.2597,0;5.8138,-4.3082,0;4.2858,.5024,0;2.5178,-5.3789,0;1.3324,-2.5948,0;8.0771,-5.6784,0;2.6938,1.3169,0;4.7857,1.3684,0;4.7859,-.3636,0;4.1856,-1.6679,0;2.2834,-2.2858,0;3.2345,-1.9769,0;-.8653,-.5013,0;.868,2.0138,0;-.4337,1.2545,0;.8677,-.9978,0;4.3191,-5.3155,0;4.8611,-2.7722,0;2.3859,-3.5763,0;5.7863,-5.6308,0;6.1489,-3.9371,0;2.1457,-5.0449,0;2.8898,-5.713,0;2.1837,-5.751,0;1.4868,-3.0704,0;1.1779,-2.1193,0;.8568,-2.7493,0;2.8483,1.7924,0;4.5357,1.8014,0;5.2857,1.3684,0;
Duplicates	DB06166
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006000-0000006249/DB06166.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006000-0000006249/DB06166.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006000-0000006249/DB06166.sdf