CompChem-Database: compound details

CompChem-Database: details for selected entry

DB12268_p0 (10019)

Formula C₂₀H₂₈FN₃O₃

MW 377.46

InChIKey GUYMHFIHHOEFOA-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 55

Number_Heavy_Atoms 27

Number_Rings 4

Number_Bonds 58

Rotat_Bonds 4

Unbranched_Chain 2

Chiral_Centers 4

ONatoms 6

HB_Donor 1

HB_Acceptor 1

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 0.42

logP 2.0967

PSA 68.03

MR 107.666

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -128.79714

PM7_Total_Energy_ev -4744.04535

PM7_Electronic_Energy_ev -39227.81405

PM7_Dipole_Debye 3.57595

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.621

PM7_LUMO_Energy_ev 0.104

PM7_COSMO_Area_square_ang 383.66

PM7_COSMO_Volue_cubic_ang 454.17

PM7_Electron_Affinity_ev -0.104

PM7_Ionization_Energy_ev 8.621

PM7_Energy_Gap_ev 8.725

PM7_Global_Hardness_ev 4.3625

PM7_Global_Softness_ev 0.22922636103151864

PM7_Chemical_Potential_ev -4.2585

PM7_Electronigativity_ev 4.2585

PM7_Back_Donation_Energy_ev -1.090625

PM7_Electrophilicity_ev 2.0784896561604587

OPENEYE_Name (4~{S})-1-[(2~{S},3~{S},5~{R},11~{b}~{S})-2-amino-9,10-dimethoxy-2,3,4,6,7,11~{b}-hexahydro-1~{H}-benzo[a]quinolizin-3-yl]-4-(fluoromethyl)pyrrolidin-2-one

SMILES c1c2c(cc(c1OC)OC)C3CC(C(CN3CC2)N4C(=O)CC(C4)CF)N

Canonical_SMILES FC[C@H]1CC(=O)N(C1)[C@H]1CN2CCc3c([C@@H]2C[C@@H]1N)cc(c(c3)OC)OC

InChI 1/C20H28FN3O3/c1-26-18-6-13-3-4-23-11-17(24-10-12(9-21)5-20(24)25)15(22)8-16(23)14(13)7-19(18)27-2/h6-7,12,15-17H,3-5,8-11,22H2,1-2H3

InChI_3D 1S/C20H28FN3O3/c1-26-18-6-13-3-4-23-11-17(24-10-12(9-21)5-20(24)25)15(22)8-16(23)14(13)7-19(18)27-2/h6-7,12,15-17H,3-5,8-11,22H2,1-2H3/t12-,15+,16+,17+/m1/s1

AuxInfo 1/0/N:18,19,8,11,9,1,2,10,20,12,13,15,3,4,17,14,16,5,6,7,27,23,22,21,24,25,26/rA:55cCCCCCCCCCCCCCCCCCCCCNNNOOOFHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2s3;s1;s2d5;;s3;s7;;s8;;;s4s10;s9s12;s13;s10s16;;;s15;s7s12s16;s11s13s14;s17;d7;s5s18;s6s19;s20;s1;s2;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s15;s16;s17;s18;s18;s18;s19;s19;s19;s20;s20;s23;s23;/rC:.5098,.866,0;1.5058,-.8814,0;1.5098,.8605,0;2.0078,-.0133,0;;.4981,-.8737,0;6.3227,2.0903,0;2.0203,1.7335,0;7.2497,2.465,0;3.5212,-.8973,0;3.0288,1.7326,0;7.3607,.8469,0;4.5383,.8534,0;3.0202,-.024,0;7.8916,1.6962,0;5.0414,-.0275,0;4.5328,-.9029,0;-1.506,-.8556,0;.4868,-2.6057,0;9.2696,.6176,0;6.3865,1.092,0;3.5288,.8513,0;6.1751,-1.5075,0;5.4762,2.6227,0;-1,.007,0;-.0076,-1.7364,0;10.0571,.0012,0;.2628,1.3007,0;1.754,-1.3155,0;1.5511,1.9064,0;2.1083,2.2257,0;7.6647,2.7439,0;7.0153,2.9067,0;3.6058,-1.3901,0;3.0507,-1.0666,0;2.9435,2.2253,0;3.4996,1.9011,0;7.1891,.3773,0;7.81,.6273,0;4.4516,1.3458,0;5.0086,1.0233,0;2.7731,.4107,0;8.2395,2.0553,0;5.4233,-.3502,0;4.4437,-1.3949,0;-1.0747,-1.1086,0;-1.9373,-.6026,0;-1.759,-1.2868,0;.0521,-2.8529,0;.9214,-2.3586,0;.7339,-3.0404,0;9.5778,1.0113,0;8.9614,.2238,0;6.5593,-1.1875,0;6.2601,-2.0002,0;

Duplicates DB12268_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12268_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12268_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12268_p0.sdf

Formula	C₂₀H₂₈FN₃O₃
MW	377.46
InChIKey	GUYMHFIHHOEFOA-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	55
Number_Heavy_Atoms	27
Number_Rings	4
Number_Bonds	58
Rotat_Bonds	4
Unbranched_Chain	2
Chiral_Centers	4
ONatoms	6
HB_Donor	1
HB_Acceptor	1
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	0.42
logP	2.0967
PSA	68.03
MR	107.666
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-128.79714
PM7_Total_Energy_ev	-4744.04535
PM7_Electronic_Energy_ev	-39227.81405
PM7_Dipole_Debye	3.57595
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.621
PM7_LUMO_Energy_ev	0.104
PM7_COSMO_Area_square_ang	383.66
PM7_COSMO_Volue_cubic_ang	454.17
PM7_Electron_Affinity_ev	-0.104
PM7_Ionization_Energy_ev	8.621
PM7_Energy_Gap_ev	8.725
PM7_Global_Hardness_ev	4.3625
PM7_Global_Softness_ev	0.22922636103151864
PM7_Chemical_Potential_ev	-4.2585
PM7_Electronigativity_ev	4.2585
PM7_Back_Donation_Energy_ev	-1.090625
PM7_Electrophilicity_ev	2.0784896561604587
OPENEYE_Name	(4~{S})-1-[(2~{S},3~{S},5~{R},11~{b}~{S})-2-amino-9,10-dimethoxy-2,3,4,6,7,11~{b}-hexahydro-1~{H}-benzo[a]quinolizin-3-yl]-4-(fluoromethyl)pyrrolidin-2-one
SMILES	c1c2c(cc(c1OC)OC)C3CC(C(CN3CC2)N4C(=O)CC(C4)CF)N
Canonical_SMILES	FC[C@H]1CC(=O)N(C1)[C@H]1CN2CCc3c([C@@H]2C[C@@H]1N)cc(c(c3)OC)OC
InChI	1/C20H28FN3O3/c1-26-18-6-13-3-4-23-11-17(24-10-12(9-21)5-20(24)25)15(22)8-16(23)14(13)7-19(18)27-2/h6-7,12,15-17H,3-5,8-11,22H2,1-2H3
InChI_3D	1S/C20H28FN3O3/c1-26-18-6-13-3-4-23-11-17(24-10-12(9-21)5-20(24)25)15(22)8-16(23)14(13)7-19(18)27-2/h6-7,12,15-17H,3-5,8-11,22H2,1-2H3/t12-,15+,16+,17+/m1/s1
AuxInfo	1/0/N:18,19,8,11,9,1,2,10,20,12,13,15,3,4,17,14,16,5,6,7,27,23,22,21,24,25,26/rA:55cCCCCCCCCCCCCCCCCCCCCNNNOOOFHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2s3;s1;s2d5;;s3;s7;;s8;;;s4s10;s9s12;s13;s10s16;;;s15;s7s12s16;s11s13s14;s17;d7;s5s18;s6s19;s20;s1;s2;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s15;s16;s17;s18;s18;s18;s19;s19;s19;s20;s20;s23;s23;/rC:.5098,.866,0;1.5058,-.8814,0;1.5098,.8605,0;2.0078,-.0133,0;;.4981,-.8737,0;6.3227,2.0903,0;2.0203,1.7335,0;7.2497,2.465,0;3.5212,-.8973,0;3.0288,1.7326,0;7.3607,.8469,0;4.5383,.8534,0;3.0202,-.024,0;7.8916,1.6962,0;5.0414,-.0275,0;4.5328,-.9029,0;-1.506,-.8556,0;.4868,-2.6057,0;9.2696,.6176,0;6.3865,1.092,0;3.5288,.8513,0;6.1751,-1.5075,0;5.4762,2.6227,0;-1,.007,0;-.0076,-1.7364,0;10.0571,.0012,0;.2628,1.3007,0;1.754,-1.3155,0;1.5511,1.9064,0;2.1083,2.2257,0;7.6647,2.7439,0;7.0153,2.9067,0;3.6058,-1.3901,0;3.0507,-1.0666,0;2.9435,2.2253,0;3.4996,1.9011,0;7.1891,.3773,0;7.81,.6273,0;4.4516,1.3458,0;5.0086,1.0233,0;2.7731,.4107,0;8.2395,2.0553,0;5.4233,-.3502,0;4.4437,-1.3949,0;-1.0747,-1.1086,0;-1.9373,-.6026,0;-1.759,-1.2868,0;.0521,-2.8529,0;.9214,-2.3586,0;.7339,-3.0404,0;9.5778,1.0113,0;8.9614,.2238,0;6.5593,-1.1875,0;6.2601,-2.0002,0;
Duplicates	DB12268_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12268_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12268_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12268_p0.sdf