CompChem-Database: compound details

CompChem-Database: details for selected entry

DB14802 (12036)

Formula C₂₂H₂₀ClFN₂O₂

MW 398.87

InChIKey ZBQMTQGDBFZUBG-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 28

Number_Rings 5

Number_Bonds 52

Rotat_Bonds 3

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 4

HB_Donor 1

HB_Acceptor 1

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 4

Lipinski_Violations 0

XLogP3 0

XLogP 4.26

logP 4.89

PSA 45.33

MR 110.879

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -40.01793

PM7_Total_Energy_ev -4666.08826

PM7_Electronic_Energy_ev -38993.92713

PM7_Dipole_Debye 0.98461

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.546

PM7_LUMO_Energy_ev -0.493

PM7_COSMO_Area_square_ang 376.43

PM7_COSMO_Volue_cubic_ang 452.84

PM7_Electron_Affinity_ev 0.493

PM7_Ionization_Energy_ev 8.546

PM7_Energy_Gap_ev 8.053

PM7_Global_Hardness_ev 4.0265

PM7_Global_Softness_ev 0.2483546504408295

PM7_Chemical_Potential_ev -4.5195

PM7_Electronigativity_ev 4.5195

PM7_Back_Donation_Energy_ev -1.006625

PM7_Electrophilicity_ev 2.536431174717497

OPENEYE_Name 1-[(1~{S})-1-(4-chloro-2-methoxy-phenyl)-5-fluoro-spiro[3,9-dihydro-1~{H}-pyrido[3,4-b]indole-4,1'-cyclopropane]-2-yl]ethanone

SMILES c1cc2c(c3c([nH]2)C(N(CC34CC4)C(=O)C)c5ccc(cc5OC)Cl)c(c1)F

Canonical_SMILES COc1cc(Cl)ccc1[C@@H]1N(CC2(c3c1[nH]c1c3c(F)ccc1)CC2)C(=O)C

InChI 1/C22H20ClFN2O2/c1-12(27)26-11-22(8-9-22)19-18-15(24)4-3-5-16(18)25-20(19)21(26)14-7-6-13(23)10-17(14)28-2/h3-7,10,21,25H,8-9,11H2,1-2H3

InChI_3D 1S/C22H20ClFN2O2/c1-12(27)26-11-22(8-9-22)19-18-15(24)4-3-5-16(18)25-20(19)21(26)14-7-6-13(23)10-17(14)28-2/h3-7,10,21,25H,8-9,11H2,1-2H3/t21-/m0/s1

AuxInfo 1/0/N:21,22,1,4,3,5,2,16,17,6,18,15,13,8,12,10,11,7,9,14,19,20,28,27,23,24,25,26/E:(8,9)/rA:48cCCCCCCCCCCCCCCCCCCCCCCNNOOFClHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;;;s2;s7;s3d7;s6d8;d4s7;s5d6;d9;;;s16;;s8s14;s9s16s17s18;s15;;s10s14;s15s18s19;d15;s11s22;s12;s13;s1;s2;s3;s4;s5;s6;s16;s16;s17;s17;s18;s18;s19;s21;s21;s21;s22;s22;s22;s23;/rC:1.6185,-5.7425,0;-.8675,.4975,0;1.8941,-4.7812,0;.6482,-5.9844,0;-.8675,1.5027,0;.8675,1.5027,0;.2292,-4.3038,0;;-.3008,-3.4557,0;1.1994,-4.0619,0;.8675,.4975,0;-.0465,-5.265,0;0,2.0104,0;.342,-2.6897,0;-1.3268,-.6367,0;-2.2253,-3.6241,0;-1.4592,-4.2669,0;-1.6276,-2.3424,0;0,-1.75,0;-1.2856,-3.2821,0;-2.3116,-.463,0;2.5995,.495,0;1.2692,-3.0643,0;-.9848,-1.5764,0;-.684,.1294,0;1.7328,-.0038,0;-1.0168,-5.507,0;0,3.0104,0;1.9658,-6.1021,0;-1.3001,.2469,0;2.3793,-4.6602,0;.5104,-6.465,0;-1.3012,1.7514,0;1.3012,1.7514,0;-2.6083,-3.9455,0;-2.4753,-3.1911,0;-.9894,-4.4379,0;-1.7092,-4.6999,0;-2.0606,-2.5924,0;-1.949,-1.9594,0;.4924,-1.6632,0;-2.3985,-.9554,0;-2.2248,.0294,0;-2.804,-.3762,0;2.8489,.0616,0;2.3502,.9284,0;3.0329,.7444,0;1.6932,-2.7993,0;

Duplicates DB14802

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014750-0000014999/DB14802.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014750-0000014999/DB14802.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014750-0000014999/DB14802.sdf

Formula	C₂₂H₂₀ClFN₂O₂
MW	398.87
InChIKey	ZBQMTQGDBFZUBG-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	28
Number_Rings	5
Number_Bonds	52
Rotat_Bonds	3
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	4
HB_Donor	1
HB_Acceptor	1
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	4
Lipinski_Violations	0
XLogP3	0
XLogP	4.26
logP	4.89
PSA	45.33
MR	110.879
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-40.01793
PM7_Total_Energy_ev	-4666.08826
PM7_Electronic_Energy_ev	-38993.92713
PM7_Dipole_Debye	0.98461
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.546
PM7_LUMO_Energy_ev	-0.493
PM7_COSMO_Area_square_ang	376.43
PM7_COSMO_Volue_cubic_ang	452.84
PM7_Electron_Affinity_ev	0.493
PM7_Ionization_Energy_ev	8.546
PM7_Energy_Gap_ev	8.053
PM7_Global_Hardness_ev	4.0265
PM7_Global_Softness_ev	0.2483546504408295
PM7_Chemical_Potential_ev	-4.5195
PM7_Electronigativity_ev	4.5195
PM7_Back_Donation_Energy_ev	-1.006625
PM7_Electrophilicity_ev	2.536431174717497
OPENEYE_Name	1-[(1~{S})-1-(4-chloro-2-methoxy-phenyl)-5-fluoro-spiro[3,9-dihydro-1~{H}-pyrido[3,4-b]indole-4,1'-cyclopropane]-2-yl]ethanone
SMILES	c1cc2c(c3c([nH]2)C(N(CC34CC4)C(=O)C)c5ccc(cc5OC)Cl)c(c1)F
Canonical_SMILES	COc1cc(Cl)ccc1[C@@H]1N(CC2(c3c1[nH]c1c3c(F)ccc1)CC2)C(=O)C
InChI	1/C22H20ClFN2O2/c1-12(27)26-11-22(8-9-22)19-18-15(24)4-3-5-16(18)25-20(19)21(26)14-7-6-13(23)10-17(14)28-2/h3-7,10,21,25H,8-9,11H2,1-2H3
InChI_3D	1S/C22H20ClFN2O2/c1-12(27)26-11-22(8-9-22)19-18-15(24)4-3-5-16(18)25-20(19)21(26)14-7-6-13(23)10-17(14)28-2/h3-7,10,21,25H,8-9,11H2,1-2H3/t21-/m0/s1
AuxInfo	1/0/N:21,22,1,4,3,5,2,16,17,6,18,15,13,8,12,10,11,7,9,14,19,20,28,27,23,24,25,26/E:(8,9)/rA:48cCCCCCCCCCCCCCCCCCCCCCCNNOOFClHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;;;s2;s7;s3d7;s6d8;d4s7;s5d6;d9;;;s16;;s8s14;s9s16s17s18;s15;;s10s14;s15s18s19;d15;s11s22;s12;s13;s1;s2;s3;s4;s5;s6;s16;s16;s17;s17;s18;s18;s19;s21;s21;s21;s22;s22;s22;s23;/rC:1.6185,-5.7425,0;-.8675,.4975,0;1.8941,-4.7812,0;.6482,-5.9844,0;-.8675,1.5027,0;.8675,1.5027,0;.2292,-4.3038,0;;-.3008,-3.4557,0;1.1994,-4.0619,0;.8675,.4975,0;-.0465,-5.265,0;0,2.0104,0;.342,-2.6897,0;-1.3268,-.6367,0;-2.2253,-3.6241,0;-1.4592,-4.2669,0;-1.6276,-2.3424,0;0,-1.75,0;-1.2856,-3.2821,0;-2.3116,-.463,0;2.5995,.495,0;1.2692,-3.0643,0;-.9848,-1.5764,0;-.684,.1294,0;1.7328,-.0038,0;-1.0168,-5.507,0;0,3.0104,0;1.9658,-6.1021,0;-1.3001,.2469,0;2.3793,-4.6602,0;.5104,-6.465,0;-1.3012,1.7514,0;1.3012,1.7514,0;-2.6083,-3.9455,0;-2.4753,-3.1911,0;-.9894,-4.4379,0;-1.7092,-4.6999,0;-2.0606,-2.5924,0;-1.949,-1.9594,0;.4924,-1.6632,0;-2.3985,-.9554,0;-2.2248,.0294,0;-2.804,-.3762,0;2.8489,.0616,0;2.3502,.9284,0;3.0329,.7444,0;1.6932,-2.7993,0;
Duplicates	DB14802
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014750-0000014999/DB14802.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014750-0000014999/DB14802.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014750-0000014999/DB14802.sdf