CompChem-Database: compound details

CompChem-Database: details for selected entry

DB05959 (5606)

Formula C₂₀H₂₅NO₂

MW 311.42

InChIKey YQJWOUQGXATDAE-QVUQFMIFNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 23

Number_Rings 4

Number_Bonds 51

Rotat_Bonds 2

Unbranched_Chain 2

Chiral_Centers 4

ONatoms 3

HB_Donor 1

HB_Acceptor 1

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 3

Lipinski_Violations 0

XLogP3 0

XLogP 3.01

logP 4.5166

PSA 52.32

MR 91.9549

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -61.69929

PM7_Total_Energy_ev -3571.0082

PM7_Electronic_Energy_ev -29296.14588

PM7_Dipole_Debye 4.35725

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.321

PM7_LUMO_Energy_ev -0.322

PM7_COSMO_Area_square_ang 327.31

PM7_COSMO_Volue_cubic_ang 388.7

PM7_Electron_Affinity_ev 0.322

PM7_Ionization_Energy_ev 9.321

PM7_Energy_Gap_ev 8.999

PM7_Global_Hardness_ev 4.4995

PM7_Global_Softness_ev 0.222246916324036

PM7_Chemical_Potential_ev -4.8215

PM7_Electronigativity_ev 4.8215

PM7_Back_Donation_Energy_ev -1.124875

PM7_Electrophilicity_ev 2.5832717246360706

OPENEYE_Name (8~{S},9~{S},13~{R},14~{S})-2-methoxy-13-methyl-6,7,8,9,11,12,14,15-octahydrocyclopenta[a]phenanthrene-3-carboxamide

SMILES c1c(c(cc2c1CCC3C2CCC4(C3CC=C4)C)OC)C(=O)N

Canonical_SMILES COc1cc2c(cc1C(=O)N)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC=C2)C

InChI 1/C20H25NO2/c1-20-8-3-4-17(20)14-6-5-12-10-16(19(21)22)18(23-2)11-15(12)13(14)7-9-20/h3,8,10-11,13-14,17H,4-7,9H2,1-2H3,(H2,21,22)/f/h21H2

InChI_3D 1S/C20H25NO2/c1-20-8-3-4-17(20)14-6-5-12-10-16(19(21)22)18(23-2)11-15(12)13(14)7-9-20/h3,8,10-11,13-14,17H,4-7,9H2,1-2H3,(H2,21,22)/t13-,14+,17-,20-/m0/s1

AuxInfo 1/1/N:19,20,7,11,10,12,13,8,14,1,2,4,15,17,5,3,16,6,9,18,21,22,23/F:m/rA:48cCCCCCCCCCCCCCCCCCCCCNOOHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;s2d4;d2s3;;d7;s3;s4;s7;s10;;s13;s5s13;s11;s12s15s16;s8s14s16;s18;;s9;d9;s6s20;s1;s2;s7;s8;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s16;s17;s19;s19;s19;s20;s20;s20;s21;s21;/rC:.8679,-.4977,0;.8679,1.5135,0;;1.7371,0,0;1.7358,1.0056,0;0,1.0056,0;6.0928,2.5162,0;5.2187,3.0279,0;-.8653,-.5013,0;2.6037,-.4989,0;6.0915,1.5061,0;3.4748,.0023,0;2.5967,2.5196,0;3.4743,3.0237,0;2.6012,1.5123,0;4.3477,1.5084,0;3.4759,1.0071,0;4.349,2.5184,0;5.2163,2.0206,0;-.8704,2.5031,0;-.8638,-1.5013,0;-1.732,-.0025,0;-.8675,1.5031,0;.8677,-.9977,0;.8679,2.0135,0;6.5267,2.7646,0;5.2186,3.5279,0;2.9249,-.8821,0;2.2824,-.882,0;6.5915,1.5055,0;6.0908,1.0061,0;3.9673,.0885,0;3.6452,-.4678,0;2.1045,2.4317,0;2.4257,2.9894,0;3.1535,3.4072,0;3.796,3.4064,0;2.6027,1.0123,0;4.4764,1.0252,0;3.4764,1.5071,0;5.4652,2.4542,0;4.9674,1.5869,0;5.6499,1.7717,0;-1.3704,2.5016,0;-.3704,2.5045,0;-.8719,3.003,0;-1.2965,-1.7519,0;-.4305,-1.7506,0;

Duplicates DB05959

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005750-0000005999/DB05959.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005750-0000005999/DB05959.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005750-0000005999/DB05959.sdf

Formula	C₂₀H₂₅NO₂
MW	311.42
InChIKey	YQJWOUQGXATDAE-QVUQFMIFNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	23
Number_Rings	4
Number_Bonds	51
Rotat_Bonds	2
Unbranched_Chain	2
Chiral_Centers	4
ONatoms	3
HB_Donor	1
HB_Acceptor	1
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	3
Lipinski_Violations	0
XLogP3	0
XLogP	3.01
logP	4.5166
PSA	52.32
MR	91.9549
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-61.69929
PM7_Total_Energy_ev	-3571.0082
PM7_Electronic_Energy_ev	-29296.14588
PM7_Dipole_Debye	4.35725
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.321
PM7_LUMO_Energy_ev	-0.322
PM7_COSMO_Area_square_ang	327.31
PM7_COSMO_Volue_cubic_ang	388.7
PM7_Electron_Affinity_ev	0.322
PM7_Ionization_Energy_ev	9.321
PM7_Energy_Gap_ev	8.999
PM7_Global_Hardness_ev	4.4995
PM7_Global_Softness_ev	0.222246916324036
PM7_Chemical_Potential_ev	-4.8215
PM7_Electronigativity_ev	4.8215
PM7_Back_Donation_Energy_ev	-1.124875
PM7_Electrophilicity_ev	2.5832717246360706
OPENEYE_Name	(8~{S},9~{S},13~{R},14~{S})-2-methoxy-13-methyl-6,7,8,9,11,12,14,15-octahydrocyclopenta[a]phenanthrene-3-carboxamide
SMILES	c1c(c(cc2c1CCC3C2CCC4(C3CC=C4)C)OC)C(=O)N
Canonical_SMILES	COc1cc2c(cc1C(=O)N)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC=C2)C
InChI	1/C20H25NO2/c1-20-8-3-4-17(20)14-6-5-12-10-16(19(21)22)18(23-2)11-15(12)13(14)7-9-20/h3,8,10-11,13-14,17H,4-7,9H2,1-2H3,(H2,21,22)/f/h21H2
InChI_3D	1S/C20H25NO2/c1-20-8-3-4-17(20)14-6-5-12-10-16(19(21)22)18(23-2)11-15(12)13(14)7-9-20/h3,8,10-11,13-14,17H,4-7,9H2,1-2H3,(H2,21,22)/t13-,14+,17-,20-/m0/s1
AuxInfo	1/1/N:19,20,7,11,10,12,13,8,14,1,2,4,15,17,5,3,16,6,9,18,21,22,23/F:m/rA:48cCCCCCCCCCCCCCCCCCCCCNOOHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;s2d4;d2s3;;d7;s3;s4;s7;s10;;s13;s5s13;s11;s12s15s16;s8s14s16;s18;;s9;d9;s6s20;s1;s2;s7;s8;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s16;s17;s19;s19;s19;s20;s20;s20;s21;s21;/rC:.8679,-.4977,0;.8679,1.5135,0;;1.7371,0,0;1.7358,1.0056,0;0,1.0056,0;6.0928,2.5162,0;5.2187,3.0279,0;-.8653,-.5013,0;2.6037,-.4989,0;6.0915,1.5061,0;3.4748,.0023,0;2.5967,2.5196,0;3.4743,3.0237,0;2.6012,1.5123,0;4.3477,1.5084,0;3.4759,1.0071,0;4.349,2.5184,0;5.2163,2.0206,0;-.8704,2.5031,0;-.8638,-1.5013,0;-1.732,-.0025,0;-.8675,1.5031,0;.8677,-.9977,0;.8679,2.0135,0;6.5267,2.7646,0;5.2186,3.5279,0;2.9249,-.8821,0;2.2824,-.882,0;6.5915,1.5055,0;6.0908,1.0061,0;3.9673,.0885,0;3.6452,-.4678,0;2.1045,2.4317,0;2.4257,2.9894,0;3.1535,3.4072,0;3.796,3.4064,0;2.6027,1.0123,0;4.4764,1.0252,0;3.4764,1.5071,0;5.4652,2.4542,0;4.9674,1.5869,0;5.6499,1.7717,0;-1.3704,2.5016,0;-.3704,2.5045,0;-.8719,3.003,0;-1.2965,-1.7519,0;-.4305,-1.7506,0;
Duplicates	DB05959
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005750-0000005999/DB05959.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005750-0000005999/DB05959.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005750-0000005999/DB05959.sdf