CompChem-Database: compound details

CompChem-Database: details for selected entry

DB06834 (6146)

Formula C₂₁H₂₂N₄O₂

MW 362.43

InChIKey XZRYCTLOGNCQDG-DVIAZDKANA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 49

Number_Heavy_Atoms 27

Number_Rings 4

Number_Bonds 52

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 6

HB_Donor 3

HB_Acceptor 3

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 2.32

logP 3.6132

PSA 82.94

MR 106.905

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 2.73676

PM7_Total_Energy_ev -4211.06005

PM7_Electronic_Energy_ev -34350.82776

PM7_Dipole_Debye 4.13956

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.301

PM7_LUMO_Energy_ev -0.672

PM7_COSMO_Area_square_ang 387.43

PM7_COSMO_Volue_cubic_ang 437.73

PM7_Electron_Affinity_ev 0.672

PM7_Ionization_Energy_ev 8.301

PM7_Energy_Gap_ev 7.629

PM7_Global_Hardness_ev 3.8145

PM7_Global_Softness_ev 0.26215755669157165

PM7_Chemical_Potential_ev -4.4865

PM7_Electronigativity_ev 4.4865

PM7_Back_Donation_Energy_ev -0.953625

PM7_Electrophilicity_ev 2.638443079040503

OPENEYE_Name ~{N}-(2-hydroxy-1,1-dimethyl-ethyl)-1-methyl-3-(1~{H}-pyrrolo[2,3-b]pyridin-2-yl)indole-5-carboxamide

SMILES c1cc2cc([nH]c2nc1)c3cn(c4c3cc(cc4)C(=O)NC(C)(C)CO)C

Canonical_SMILES OCC(NC(=O)c1ccc2c(c1)c(cn2C)c1cc2c([nH]1)nccc2)(C)C

InChI 1/C21H22N4O2/c1-21(2,12-26)24-20(27)14-6-7-18-15(9-14)16(11-25(18)3)17-10-13-5-4-8-22-19(13)23-17/h4-11,26H,12H2,1-3H3,(H,22,23)(H,24,27)/f/h23-24H

InChI_3D 1S/C21H22N4O2/c1-21(2,12-26)24-20(27)14-6-7-18-15(9-14)16(11-25(18)3)17-10-13-5-4-8-22-19(13)23-17/h4-11,26H,12H2,1-3H3,(H,22,23)(H,24,27)

AuxInfo 1/1/N:17,18,19,1,2,3,4,7,5,6,8,20,9,12,10,11,14,13,15,16,21,22,23,25,24,27,26/E:(1,2)/F:m/E:m/rA:49nCCCCCCCCCCCCCCCCCCCCCNNNNOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;;;s1;;s2s6;s5;d8s10;s3d5;s4d10;d6s11;d9;s12;;;;;s17s18s20;d7s15;s14s15;s8s13s19;s16s21;d16;s20;s1;s2;s3;s4;s5;s6;s7;s8;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s23;s25;s27;/rC:;.868,.5079,0;6.372,-2.6581,0;6.5869,-1.6756,0;4.6738,-2.2972,0;2.6938,.311,0;0,-1.0058,0;4.8778,.3113,0;1.736,0,0;4.8778,-1.3183,0;4.2858,-.5035,0;5.4155,-2.9689,0;5.8356,-1.0071,0;3.2858,-.5036,0;1.736,-1.0071,0;5.2061,-3.9468,0;5.5297,-6.5727,0;4.7612,-5.3855,0;6.6445,.5878,0;6.7169,-5.8041,0;5.739,-5.5948,0;.868,-1.5037,0;2.6938,-1.3184,0;5.8354,0,0;5.9483,-4.617,0;4.2546,-4.2544,0;7.6947,-6.0134,0;-.4337,.2487,0;.868,1.0079,0;6.7426,-2.9938,0;7.0625,-1.5211,0;4.1983,-2.452,0;2.8483,.7865,0;-.4327,-1.2564,0;4.7233,.7868,0;6.0186,-6.6773,0;5.0408,-6.468,0;5.425,-7.0616,0;4.6565,-5.8744,0;4.8658,-4.8966,0;4.2722,-5.2808,0;6.9384,.1833,0;6.3506,.9923,0;7.049,.8817,0;6.8215,-5.3152,0;6.6122,-6.2931,0;2.8483,-1.7939,0;6.4241,-4.4631,0;8.0298,-5.6424,0;

Duplicates DB06834

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06834.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06834.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06834.sdf

Formula	C₂₁H₂₂N₄O₂
MW	362.43
InChIKey	XZRYCTLOGNCQDG-DVIAZDKANA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	49
Number_Heavy_Atoms	27
Number_Rings	4
Number_Bonds	52
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	6
HB_Donor	3
HB_Acceptor	3
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	2.32
logP	3.6132
PSA	82.94
MR	106.905
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	2.73676
PM7_Total_Energy_ev	-4211.06005
PM7_Electronic_Energy_ev	-34350.82776
PM7_Dipole_Debye	4.13956
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.301
PM7_LUMO_Energy_ev	-0.672
PM7_COSMO_Area_square_ang	387.43
PM7_COSMO_Volue_cubic_ang	437.73
PM7_Electron_Affinity_ev	0.672
PM7_Ionization_Energy_ev	8.301
PM7_Energy_Gap_ev	7.629
PM7_Global_Hardness_ev	3.8145
PM7_Global_Softness_ev	0.26215755669157165
PM7_Chemical_Potential_ev	-4.4865
PM7_Electronigativity_ev	4.4865
PM7_Back_Donation_Energy_ev	-0.953625
PM7_Electrophilicity_ev	2.638443079040503
OPENEYE_Name	~{N}-(2-hydroxy-1,1-dimethyl-ethyl)-1-methyl-3-(1~{H}-pyrrolo[2,3-b]pyridin-2-yl)indole-5-carboxamide
SMILES	c1cc2cc([nH]c2nc1)c3cn(c4c3cc(cc4)C(=O)NC(C)(C)CO)C
Canonical_SMILES	OCC(NC(=O)c1ccc2c(c1)c(cn2C)c1cc2c([nH]1)nccc2)(C)C
InChI	1/C21H22N4O2/c1-21(2,12-26)24-20(27)14-6-7-18-15(9-14)16(11-25(18)3)17-10-13-5-4-8-22-19(13)23-17/h4-11,26H,12H2,1-3H3,(H,22,23)(H,24,27)/f/h23-24H
InChI_3D	1S/C21H22N4O2/c1-21(2,12-26)24-20(27)14-6-7-18-15(9-14)16(11-25(18)3)17-10-13-5-4-8-22-19(13)23-17/h4-11,26H,12H2,1-3H3,(H,22,23)(H,24,27)
AuxInfo	1/1/N:17,18,19,1,2,3,4,7,5,6,8,20,9,12,10,11,14,13,15,16,21,22,23,25,24,27,26/E:(1,2)/F:m/E:m/rA:49nCCCCCCCCCCCCCCCCCCCCCNNNNOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;;;s1;;s2s6;s5;d8s10;s3d5;s4d10;d6s11;d9;s12;;;;;s17s18s20;d7s15;s14s15;s8s13s19;s16s21;d16;s20;s1;s2;s3;s4;s5;s6;s7;s8;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s23;s25;s27;/rC:;.868,.5079,0;6.372,-2.6581,0;6.5869,-1.6756,0;4.6738,-2.2972,0;2.6938,.311,0;0,-1.0058,0;4.8778,.3113,0;1.736,0,0;4.8778,-1.3183,0;4.2858,-.5035,0;5.4155,-2.9689,0;5.8356,-1.0071,0;3.2858,-.5036,0;1.736,-1.0071,0;5.2061,-3.9468,0;5.5297,-6.5727,0;4.7612,-5.3855,0;6.6445,.5878,0;6.7169,-5.8041,0;5.739,-5.5948,0;.868,-1.5037,0;2.6938,-1.3184,0;5.8354,0,0;5.9483,-4.617,0;4.2546,-4.2544,0;7.6947,-6.0134,0;-.4337,.2487,0;.868,1.0079,0;6.7426,-2.9938,0;7.0625,-1.5211,0;4.1983,-2.452,0;2.8483,.7865,0;-.4327,-1.2564,0;4.7233,.7868,0;6.0186,-6.6773,0;5.0408,-6.468,0;5.425,-7.0616,0;4.6565,-5.8744,0;4.8658,-4.8966,0;4.2722,-5.2808,0;6.9384,.1833,0;6.3506,.9923,0;7.049,.8817,0;6.8215,-5.3152,0;6.6122,-6.2931,0;2.8483,-1.7939,0;6.4241,-4.4631,0;8.0298,-5.6424,0;
Duplicates	DB06834
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06834.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06834.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06834.sdf