CompChem-Database: compound details

CompChem-Database: details for selected entry

DB16244 (12946)

Formula C₂₇H₃₄FN₅O₂

MW 479.6

InChIKey GBEUKTWTUSPHEE-PUXXYCQMNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 69

Number_Heavy_Atoms 35

Number_Rings 6

Number_Bonds 74

Rotat_Bonds 4

Unbranched_Chain 2

Chiral_Centers 7

ONatoms 7

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 3.89

logP 4.4557

PSA 90.98

MR 135.608

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -65.16635

PM7_Total_Energy_ev -5762.37631

PM7_Electronic_Energy_ev -55491.07477

PM7_Dipole_Debye 8.53695

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.189

PM7_LUMO_Energy_ev -1.041

PM7_COSMO_Area_square_ang 459.96

PM7_COSMO_Volue_cubic_ang 575.37

PM7_Electron_Affinity_ev 1.041

PM7_Ionization_Energy_ev 9.189

PM7_Energy_Gap_ev 8.148

PM7_Global_Hardness_ev 4.074

PM7_Global_Softness_ev 0.24545900834560627

PM7_Chemical_Potential_ev -5.115

PM7_Electronigativity_ev 5.115

PM7_Back_Donation_Energy_ev -1.0185

PM7_Electrophilicity_ev 3.2109996318114873

OPENEYE_Name (1~{S},3~{a}~{S},3~{b}~{S},5~{a}~{R},9~{a}~{S},9~{b}~{S},11~{a}~{S})-8-fluoro-~{N}-(1~{H}-imidazo[4,5-b]pyridin-2-ylmethyl)-6,9~{a},11~{a}-trimethyl-7-oxo-2,3,3~{a},3~{b},4,5,5~{a},9~{b},10,11-decahydro-1~{H}-indeno[5,4-f]quinoline-1-carboxamide

SMILES c1cc2c(nc1)nc([nH]2)CNC(=O)C3CCC4C3(CCC5C4CCC6C5(C=C(C(=O)N6C)F)C)C

Canonical_SMILES O=C([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC[C@@H]2[C@]1(C)C=C(F)C(=O)N2C)NCc1nc2c([nH]1)cccn2

InChI 1/C27H34FN5O2/c1-26-11-10-17-15(6-9-21-27(17,2)13-19(28)25(35)33(21)3)16(26)7-8-18(26)24(34)30-14-22-31-20-5-4-12-29-23(20)32-22/h4-5,12-13,15-18,21H,6-11,14H2,1-3H3,(H,30,34)(H,29,31,32)/f/h30-31H

InChI_3D 1S/C27H34FN5O2/c1-26-11-10-17-15(6-9-21-27(17,2)13-19(28)25(35)33(21)3)16(26)7-8-18(26)24(34)30-14-22-31-20-5-4-12-29-23(20)32-22/h4-5,12-13,15-18,21H,6-11,14H2,1-3H3,(H,30,34)(H,29,31,32)/t15-,16-,17-,18+,21+,26-,27+/m0/s1

AuxInfo 1/1/N:25,24,26,1,2,13,12,11,15,14,16,3,7,27,18,20,19,17,8,4,21,6,5,10,9,23,22,35,28,32,30,29,31,34,33/F:m/rA:69cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNOOFHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d4;;;d7;s8;;;s11;;;s13;s14;s10s11;s13;s14s18;s12s18;s15;s7s19s21;s16s17s20;s22;s23;;s6;d3s5;s5d6;s4s6;s9s21s26;s10s27;d9;d10;s8;s1;s2;s3;s7;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s18;s19;s20;s21;s24;s24;s24;s25;s25;s25;s26;s26;s26;s27;s27;s30;s32;/rC:9.7965,9.0248,0;9.6257,8.0337,0;9.0273,9.6728,0;8.678,7.6971,0;7.9078,8.346,0;7.2944,6.8363,0;.8679,1.5135,0;0,1.0056,0;;6.3461,4.3663,0;6.0928,2.5162,0;6.0915,1.5061,0;3.4748,.0023,0;2.5967,2.5196,0;2.6037,-.4989,0;3.4743,3.0237,0;5.2187,3.0279,0;3.4759,1.0071,0;2.6012,1.5123,0;4.3477,1.5084,0;1.7371,0,0;1.7358,1.0056,0;4.349,2.5184,0;1.7356,2.7556,0;5.2163,2.0206,0;.8676,-1.4977,0;6.6501,6.0715,0;8.0873,9.3298,0;7.0526,7.814,0;8.2988,6.7642,0;.8679,-.4977,0;6.0059,5.3067,0;-.8653,-.5013,0;7.3306,4.1908,0;-.8675,1.5031,0;10.2662,9.1962,0;10.0081,7.7116,0;9.1144,10.1652,0;.8679,2.0135,0;6.2659,2.9853,0;6.585,2.428,0;6.5915,1.5054,0;6.0908,1.0061,0;3.9673,.0885,0;3.6452,-.4678,0;2.1045,2.4317,0;2.4257,2.9894,0;2.9249,-.8821,0;2.2824,-.882,0;3.1535,3.4072,0;3.796,3.4064,0;4.8965,3.4102,0;3.4764,1.5071,0;2.6027,1.0123,0;4.4764,1.0252,0;1.3044,.2505,0;2.2356,2.7557,0;1.2356,2.7555,0;1.7355,3.2556,0;5.4652,2.4542,0;4.9674,1.5869,0;5.6499,1.7717,0;1.3676,-1.4979,0;.8674,-1.9977,0;.3676,-1.4975,0;7.0325,5.7494,0;6.2677,6.3936,0;8.5629,6.3397,0;5.5137,5.3944,0;

Duplicates DB16244

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16244.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16244.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16244.sdf

Formula	C₂₇H₃₄FN₅O₂
MW	479.6
InChIKey	GBEUKTWTUSPHEE-PUXXYCQMNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	69
Number_Heavy_Atoms	35
Number_Rings	6
Number_Bonds	74
Rotat_Bonds	4
Unbranched_Chain	2
Chiral_Centers	7
ONatoms	7
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	3.89
logP	4.4557
PSA	90.98
MR	135.608
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-65.16635
PM7_Total_Energy_ev	-5762.37631
PM7_Electronic_Energy_ev	-55491.07477
PM7_Dipole_Debye	8.53695
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.189
PM7_LUMO_Energy_ev	-1.041
PM7_COSMO_Area_square_ang	459.96
PM7_COSMO_Volue_cubic_ang	575.37
PM7_Electron_Affinity_ev	1.041
PM7_Ionization_Energy_ev	9.189
PM7_Energy_Gap_ev	8.148
PM7_Global_Hardness_ev	4.074
PM7_Global_Softness_ev	0.24545900834560627
PM7_Chemical_Potential_ev	-5.115
PM7_Electronigativity_ev	5.115
PM7_Back_Donation_Energy_ev	-1.0185
PM7_Electrophilicity_ev	3.2109996318114873
OPENEYE_Name	(1~{S},3~{a}~{S},3~{b}~{S},5~{a}~{R},9~{a}~{S},9~{b}~{S},11~{a}~{S})-8-fluoro-~{N}-(1~{H}-imidazo[4,5-b]pyridin-2-ylmethyl)-6,9~{a},11~{a}-trimethyl-7-oxo-2,3,3~{a},3~{b},4,5,5~{a},9~{b},10,11-decahydro-1~{H}-indeno[5,4-f]quinoline-1-carboxamide
SMILES	c1cc2c(nc1)nc([nH]2)CNC(=O)C3CCC4C3(CCC5C4CCC6C5(C=C(C(=O)N6C)F)C)C
Canonical_SMILES	O=C([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC[C@@H]2[C@]1(C)C=C(F)C(=O)N2C)NCc1nc2c([nH]1)cccn2
InChI	1/C27H34FN5O2/c1-26-11-10-17-15(6-9-21-27(17,2)13-19(28)25(35)33(21)3)16(26)7-8-18(26)24(34)30-14-22-31-20-5-4-12-29-23(20)32-22/h4-5,12-13,15-18,21H,6-11,14H2,1-3H3,(H,30,34)(H,29,31,32)/f/h30-31H
InChI_3D	1S/C27H34FN5O2/c1-26-11-10-17-15(6-9-21-27(17,2)13-19(28)25(35)33(21)3)16(26)7-8-18(26)24(34)30-14-22-31-20-5-4-12-29-23(20)32-22/h4-5,12-13,15-18,21H,6-11,14H2,1-3H3,(H,30,34)(H,29,31,32)/t15-,16-,17-,18+,21+,26-,27+/m0/s1
AuxInfo	1/1/N:25,24,26,1,2,13,12,11,15,14,16,3,7,27,18,20,19,17,8,4,21,6,5,10,9,23,22,35,28,32,30,29,31,34,33/F:m/rA:69cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNOOFHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d4;;;d7;s8;;;s11;;;s13;s14;s10s11;s13;s14s18;s12s18;s15;s7s19s21;s16s17s20;s22;s23;;s6;d3s5;s5d6;s4s6;s9s21s26;s10s27;d9;d10;s8;s1;s2;s3;s7;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s18;s19;s20;s21;s24;s24;s24;s25;s25;s25;s26;s26;s26;s27;s27;s30;s32;/rC:9.7965,9.0248,0;9.6257,8.0337,0;9.0273,9.6728,0;8.678,7.6971,0;7.9078,8.346,0;7.2944,6.8363,0;.8679,1.5135,0;0,1.0056,0;;6.3461,4.3663,0;6.0928,2.5162,0;6.0915,1.5061,0;3.4748,.0023,0;2.5967,2.5196,0;2.6037,-.4989,0;3.4743,3.0237,0;5.2187,3.0279,0;3.4759,1.0071,0;2.6012,1.5123,0;4.3477,1.5084,0;1.7371,0,0;1.7358,1.0056,0;4.349,2.5184,0;1.7356,2.7556,0;5.2163,2.0206,0;.8676,-1.4977,0;6.6501,6.0715,0;8.0873,9.3298,0;7.0526,7.814,0;8.2988,6.7642,0;.8679,-.4977,0;6.0059,5.3067,0;-.8653,-.5013,0;7.3306,4.1908,0;-.8675,1.5031,0;10.2662,9.1962,0;10.0081,7.7116,0;9.1144,10.1652,0;.8679,2.0135,0;6.2659,2.9853,0;6.585,2.428,0;6.5915,1.5054,0;6.0908,1.0061,0;3.9673,.0885,0;3.6452,-.4678,0;2.1045,2.4317,0;2.4257,2.9894,0;2.9249,-.8821,0;2.2824,-.882,0;3.1535,3.4072,0;3.796,3.4064,0;4.8965,3.4102,0;3.4764,1.5071,0;2.6027,1.0123,0;4.4764,1.0252,0;1.3044,.2505,0;2.2356,2.7557,0;1.2356,2.7555,0;1.7355,3.2556,0;5.4652,2.4542,0;4.9674,1.5869,0;5.6499,1.7717,0;1.3676,-1.4979,0;.8674,-1.9977,0;.3676,-1.4975,0;7.0325,5.7494,0;6.2677,6.3936,0;8.5629,6.3397,0;5.5137,5.3944,0;
Duplicates	DB16244
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16244.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16244.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16244.sdf