CompChem-Database: compound details

CompChem-Database: details for selected entry

DB00353_p0 (336)

Formula C₂₀H₂₅N₃O₂

MW 339.44

InChIKey UNBRKDKAWYKMIV-QWOVJGMINA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 25

Number_Rings 4

Number_Bonds 53

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 5

HB_Donor 3

HB_Acceptor 2

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 1.38

logP 2.2535

PSA 68.36

MR 103.365

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -27.24427

PM7_Total_Energy_ev -3942.69768

PM7_Electronic_Energy_ev -32582.96332

PM7_Dipole_Debye 3.23116

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.13

PM7_LUMO_Energy_ev -0.276

PM7_COSMO_Area_square_ang 363.29

PM7_COSMO_Volue_cubic_ang 420.71

PM7_Electron_Affinity_ev 0.276

PM7_Ionization_Energy_ev 8.13

PM7_Energy_Gap_ev 7.854

PM7_Global_Hardness_ev 3.927

PM7_Global_Softness_ev 0.2546473134708429

PM7_Chemical_Potential_ev -4.203

PM7_Electronigativity_ev 4.203

PM7_Back_Donation_Energy_ev -0.98175

PM7_Electrophilicity_ev 2.2491990068754775

OPENEYE_Name (6~{a}~{R},7~{R},9~{R})-~{N}-[(1~{S})-1-(hydroxymethyl)propyl]-7-methyl-6,6~{a},8,9-tetrahydro-4~{H}-indolo[4,3-fg]quinoline-9-carboxamide

SMILES c1cc2c3c(c[nH]c3c1)CC4C2=CC(CN4C)C(=O)NC(CC)CO

Canonical_SMILES CC[C@H](NC(=O)[C@H]1CN(C)[C@H]2C(=C1)c1cccc3c1c(C2)c[nH]3)CO

InChI 1/C20H25N3O2/c1-3-14(11-24)22-20(25)13-7-16-15-5-4-6-17-19(15)12(9-21-17)8-18(16)23(2)10-13/h4-7,9,13-14,18,21,24H,3,8,10-11H2,1-2H3,(H,22,25)/f/h22H

InChI_3D 1S/C20H25N3O2/c1-3-14(11-24)22-20(25)13-7-16-15-5-4-6-17-19(15)12(9-21-17)8-18(16)23(2)10-13/h4-7,9,13-14,18,21,24H,3,8,10-11H2,1-2H3,(H,22,25)/t13-,14+,18-/m1/s1

AuxInfo 1/1/N:16,17,18,1,2,3,9,12,4,13,19,7,14,20,6,10,8,15,5,11,21,23,22,25,24/F:m/rA:50cCCCCCCCCCCCCCCCCCCCCNNNOOHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;s2d5;d4s5;d3s5;;s6d9;;s7;;s9s11s13;s10s12;;;s16;;s18s19;s4s8;s13s15s17;s11s20;d11;s19;s1;s2;s3;s4;s9;s12;s12;s13;s13;s14;s15;s16;s16;s16;s17;s17;s17;s18;s18;s19;s19;s20;s21;s23;s25;/rC:3.5704,3.0733,0;2.6713,2.5714,0;4.4538,2.5485,0;5.3194,.0131,0;3.5469,1.022,0;2.6635,1.5469,0;3.5546,-.0001,0;4.4381,1.5218,0;.8866,1.5462,0;1.7733,1.0273,0;-1.7228,.72,0;2.66,-.5097,0;;0,1.0273,0;1.7746,0,0;-3.7028,3.2781,0;.8863,-1.5084,0;-3.5272,2.2937,0;-3.176,.3247,0;-3.3516,1.3092,0;5.3118,1.0353,0;.8866,-.5084,0;-2.3671,1.4848,0;-2.063,-.2204,0;-3.0004,-.6597,0;3.5771,3.5733,0;2.2411,2.8262,0;4.8902,2.7925,0;5.6756,-.3378,0;.8866,2.0462,0;2.9801,-.8938,0;2.3382,-.8924,0;-.1701,-.4702,0;-.4925,.0863,0;-.1729,1.4965,0;2.2073,.2505,0;-3.2105,3.3659,0;-4.195,3.1903,0;-3.7905,3.7704,0;1.3863,-1.5086,0;.3863,-1.5082,0;.8861,-2.0084,0;-3.0349,2.3815,0;-4.0194,2.2059,0;-3.6682,.2369,0;-2.6837,.4125,0;-3.8438,1.2214,0;5.7419,1.2903,0;-2.197,1.955,0;-3.3828,-.9819,0;

Duplicates DB00353_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000250-0000000499/DB00353_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000250-0000000499/DB00353_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000250-0000000499/DB00353_p0.sdf

Formula	C₂₀H₂₅N₃O₂
MW	339.44
InChIKey	UNBRKDKAWYKMIV-QWOVJGMINA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	25
Number_Rings	4
Number_Bonds	53
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	5
HB_Donor	3
HB_Acceptor	2
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	1.38
logP	2.2535
PSA	68.36
MR	103.365
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-27.24427
PM7_Total_Energy_ev	-3942.69768
PM7_Electronic_Energy_ev	-32582.96332
PM7_Dipole_Debye	3.23116
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.13
PM7_LUMO_Energy_ev	-0.276
PM7_COSMO_Area_square_ang	363.29
PM7_COSMO_Volue_cubic_ang	420.71
PM7_Electron_Affinity_ev	0.276
PM7_Ionization_Energy_ev	8.13
PM7_Energy_Gap_ev	7.854
PM7_Global_Hardness_ev	3.927
PM7_Global_Softness_ev	0.2546473134708429
PM7_Chemical_Potential_ev	-4.203
PM7_Electronigativity_ev	4.203
PM7_Back_Donation_Energy_ev	-0.98175
PM7_Electrophilicity_ev	2.2491990068754775
OPENEYE_Name	(6~{a}~{R},7~{R},9~{R})-~{N}-[(1~{S})-1-(hydroxymethyl)propyl]-7-methyl-6,6~{a},8,9-tetrahydro-4~{H}-indolo[4,3-fg]quinoline-9-carboxamide
SMILES	c1cc2c3c(c[nH]c3c1)CC4C2=CC(CN4C)C(=O)NC(CC)CO
Canonical_SMILES	CC[C@H](NC(=O)[C@H]1CN(C)[C@H]2C(=C1)c1cccc3c1c(C2)c[nH]3)CO
InChI	1/C20H25N3O2/c1-3-14(11-24)22-20(25)13-7-16-15-5-4-6-17-19(15)12(9-21-17)8-18(16)23(2)10-13/h4-7,9,13-14,18,21,24H,3,8,10-11H2,1-2H3,(H,22,25)/f/h22H
InChI_3D	1S/C20H25N3O2/c1-3-14(11-24)22-20(25)13-7-16-15-5-4-6-17-19(15)12(9-21-17)8-18(16)23(2)10-13/h4-7,9,13-14,18,21,24H,3,8,10-11H2,1-2H3,(H,22,25)/t13-,14+,18-/m1/s1
AuxInfo	1/1/N:16,17,18,1,2,3,9,12,4,13,19,7,14,20,6,10,8,15,5,11,21,23,22,25,24/F:m/rA:50cCCCCCCCCCCCCCCCCCCCCNNNOOHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;s2d5;d4s5;d3s5;;s6d9;;s7;;s9s11s13;s10s12;;;s16;;s18s19;s4s8;s13s15s17;s11s20;d11;s19;s1;s2;s3;s4;s9;s12;s12;s13;s13;s14;s15;s16;s16;s16;s17;s17;s17;s18;s18;s19;s19;s20;s21;s23;s25;/rC:3.5704,3.0733,0;2.6713,2.5714,0;4.4538,2.5485,0;5.3194,.0131,0;3.5469,1.022,0;2.6635,1.5469,0;3.5546,-.0001,0;4.4381,1.5218,0;.8866,1.5462,0;1.7733,1.0273,0;-1.7228,.72,0;2.66,-.5097,0;;0,1.0273,0;1.7746,0,0;-3.7028,3.2781,0;.8863,-1.5084,0;-3.5272,2.2937,0;-3.176,.3247,0;-3.3516,1.3092,0;5.3118,1.0353,0;.8866,-.5084,0;-2.3671,1.4848,0;-2.063,-.2204,0;-3.0004,-.6597,0;3.5771,3.5733,0;2.2411,2.8262,0;4.8902,2.7925,0;5.6756,-.3378,0;.8866,2.0462,0;2.9801,-.8938,0;2.3382,-.8924,0;-.1701,-.4702,0;-.4925,.0863,0;-.1729,1.4965,0;2.2073,.2505,0;-3.2105,3.3659,0;-4.195,3.1903,0;-3.7905,3.7704,0;1.3863,-1.5086,0;.3863,-1.5082,0;.8861,-2.0084,0;-3.0349,2.3815,0;-4.0194,2.2059,0;-3.6682,.2369,0;-2.6837,.4125,0;-3.8438,1.2214,0;5.7419,1.2903,0;-2.197,1.955,0;-3.3828,-.9819,0;
Duplicates	DB00353_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000250-0000000499/DB00353_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000250-0000000499/DB00353_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000250-0000000499/DB00353_p0.sdf