CompChem-Database: compound details

CompChem-Database: details for selected entry

DB15167_p0 (12277)

Formula C₂₀H₂₉FN₂O₃

MW 364.46

InChIKey OABRYNHZQBZDMG-QWOVJGMINA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 55

Number_Heavy_Atoms 26

Number_Rings 2

Number_Bonds 56

Rotat_Bonds 11

Unbranched_Chain 4

Chiral_Centers 1

ONatoms 5

HB_Donor 1

HB_Acceptor 1

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 3.23

logP 3.3149

PSA 50.8

MR 104.925

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -129.88007

PM7_Total_Energy_ev -4570.84201

PM7_Electronic_Energy_ev -36557.91973

PM7_Dipole_Debye 4.71177

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.807

PM7_LUMO_Energy_ev -0.563

PM7_COSMO_Area_square_ang 402.13

PM7_COSMO_Volue_cubic_ang 463.18

PM7_Electron_Affinity_ev 0.563

PM7_Ionization_Energy_ev 8.807

PM7_Energy_Gap_ev 8.244

PM7_Global_Hardness_ev 4.122

PM7_Global_Softness_ev 0.242600679281902

PM7_Chemical_Potential_ev -4.685

PM7_Electronigativity_ev 4.685

PM7_Back_Donation_Energy_ev -1.0305

PM7_Electrophilicity_ev 2.6624484473556524

OPENEYE_Name ~{N}-[[(1~{S},2~{S})-1-allylpyrrolidin-2-yl]methyl]-5-(3-fluoropropyl)-2,3-dimethoxy-benzamide

SMILES c1c(c(c(cc1CCCF)OC)OC)C(=O)NCC2CCCN2CC=C

Canonical_SMILES FCCCc1cc(OC)c(c(c1)C(=O)NC[C@@H]1CCCN1CC=C)OC

InChI 1/C20H29FN2O3/c1-4-10-23-11-6-8-16(23)14-22-20(24)17-12-15(7-5-9-21)13-18(25-2)19(17)26-3/h4,12-13,16H,1,5-11,14H2,2-3H3,(H,22,24)/f/h22H

InChI_3D 1S/C20H29FN2O3/c1-4-10-23-11-6-8-16(23)14-22-20(24)17-12-15(7-5-9-21)13-18(25-2)19(17)26-3/h4,12-13,16H,1,5-11,14H2,2-3H3,(H,22,24)/t16-/m0/s1

AuxInfo 1/1/N:7,14,15,8,19,10,16,11,20,17,12,1,2,18,4,13,3,5,6,9,26,22,21,23,24,25/F:m/rA:55cCCCCCCCCCCCCCCCCCCCCNNOOOFHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1d2;s2;s3d5;;d7;s3;;s10;s10;s11;;;s4;s8;s13;s16;s19;s12s13s17;s9s18;d9;s5s14;s6s15;s20;s1;s2;s7;s7;s8;s10;s10;s11;s11;s12;s12;s13;s14;s14;s14;s15;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s22;/rC:3.3118,4.4168,0;4.8127,5.2871,0;3.8161,3.5472,0;3.8127,5.2823,0;5.317,4.4175,0;4.8212,3.5432,0;-.3702,4.7913,0;.4966,4.2926,0;3.3151,2.6817,0;;1.0015,0,0;-.3065,.9518,0;1.3133,.9518,0;6.8128,5.2908,0;6.3228,2.68,0;3.3111,6.1474,0;.4981,3.2926,0;1.8142,1.8173,0;2.8095,7.0125,0;2.3078,7.8776,0;.5008,1.5426,0;2.3151,2.6828,0;3.8142,1.8152,0;6.317,4.4224,0;5.3228,2.6781,0;1.8062,8.7427,0;2.8118,4.4166,0;5.0613,5.721,0;-.371,5.2913,0;-.8028,4.5406,0;.9292,4.5433,0;.0518,-.4973,0;-.4893,-.1031,0;1.4904,-.1047,0;.9488,-.4972,0;-.7634,.7487,0;-.5571,1.3845,0;1.7697,.7476,0;6.3786,5.5387,0;7.247,5.0429,0;7.0607,5.725,0;6.3219,3.18,0;6.3238,2.18,0;6.8228,2.6809,0;2.8785,5.8966,0;3.7436,6.3982,0;.9981,3.2934,0;-.0019,3.2918,0;2.247,1.5668,0;1.3815,2.0678,0;3.242,7.2633,0;2.3769,6.7617,0;1.8753,7.6268,0;2.7404,8.1284,0;2.0656,3.1161,0;

Duplicates DB15167_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15167_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15167_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15167_p0.sdf

Formula	C₂₀H₂₉FN₂O₃
MW	364.46
InChIKey	OABRYNHZQBZDMG-QWOVJGMINA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	55
Number_Heavy_Atoms	26
Number_Rings	2
Number_Bonds	56
Rotat_Bonds	11
Unbranched_Chain	4
Chiral_Centers	1
ONatoms	5
HB_Donor	1
HB_Acceptor	1
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	3.23
logP	3.3149
PSA	50.8
MR	104.925
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-129.88007
PM7_Total_Energy_ev	-4570.84201
PM7_Electronic_Energy_ev	-36557.91973
PM7_Dipole_Debye	4.71177
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.807
PM7_LUMO_Energy_ev	-0.563
PM7_COSMO_Area_square_ang	402.13
PM7_COSMO_Volue_cubic_ang	463.18
PM7_Electron_Affinity_ev	0.563
PM7_Ionization_Energy_ev	8.807
PM7_Energy_Gap_ev	8.244
PM7_Global_Hardness_ev	4.122
PM7_Global_Softness_ev	0.242600679281902
PM7_Chemical_Potential_ev	-4.685
PM7_Electronigativity_ev	4.685
PM7_Back_Donation_Energy_ev	-1.0305
PM7_Electrophilicity_ev	2.6624484473556524
OPENEYE_Name	~{N}-[[(1~{S},2~{S})-1-allylpyrrolidin-2-yl]methyl]-5-(3-fluoropropyl)-2,3-dimethoxy-benzamide
SMILES	c1c(c(c(cc1CCCF)OC)OC)C(=O)NCC2CCCN2CC=C
Canonical_SMILES	FCCCc1cc(OC)c(c(c1)C(=O)NC[C@@H]1CCCN1CC=C)OC
InChI	1/C20H29FN2O3/c1-4-10-23-11-6-8-16(23)14-22-20(24)17-12-15(7-5-9-21)13-18(25-2)19(17)26-3/h4,12-13,16H,1,5-11,14H2,2-3H3,(H,22,24)/f/h22H
InChI_3D	1S/C20H29FN2O3/c1-4-10-23-11-6-8-16(23)14-22-20(24)17-12-15(7-5-9-21)13-18(25-2)19(17)26-3/h4,12-13,16H,1,5-11,14H2,2-3H3,(H,22,24)/t16-/m0/s1
AuxInfo	1/1/N:7,14,15,8,19,10,16,11,20,17,12,1,2,18,4,13,3,5,6,9,26,22,21,23,24,25/F:m/rA:55cCCCCCCCCCCCCCCCCCCCCNNOOOFHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1d2;s2;s3d5;;d7;s3;;s10;s10;s11;;;s4;s8;s13;s16;s19;s12s13s17;s9s18;d9;s5s14;s6s15;s20;s1;s2;s7;s7;s8;s10;s10;s11;s11;s12;s12;s13;s14;s14;s14;s15;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s22;/rC:3.3118,4.4168,0;4.8127,5.2871,0;3.8161,3.5472,0;3.8127,5.2823,0;5.317,4.4175,0;4.8212,3.5432,0;-.3702,4.7913,0;.4966,4.2926,0;3.3151,2.6817,0;;1.0015,0,0;-.3065,.9518,0;1.3133,.9518,0;6.8128,5.2908,0;6.3228,2.68,0;3.3111,6.1474,0;.4981,3.2926,0;1.8142,1.8173,0;2.8095,7.0125,0;2.3078,7.8776,0;.5008,1.5426,0;2.3151,2.6828,0;3.8142,1.8152,0;6.317,4.4224,0;5.3228,2.6781,0;1.8062,8.7427,0;2.8118,4.4166,0;5.0613,5.721,0;-.371,5.2913,0;-.8028,4.5406,0;.9292,4.5433,0;.0518,-.4973,0;-.4893,-.1031,0;1.4904,-.1047,0;.9488,-.4972,0;-.7634,.7487,0;-.5571,1.3845,0;1.7697,.7476,0;6.3786,5.5387,0;7.247,5.0429,0;7.0607,5.725,0;6.3219,3.18,0;6.3238,2.18,0;6.8228,2.6809,0;2.8785,5.8966,0;3.7436,6.3982,0;.9981,3.2934,0;-.0019,3.2918,0;2.247,1.5668,0;1.3815,2.0678,0;3.242,7.2633,0;2.3769,6.7617,0;1.8753,7.6268,0;2.7404,8.1284,0;2.0656,3.1161,0;
Duplicates	DB15167_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15167_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15167_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15167_p0.sdf