CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5191656 (2533992)

Formula C₂₃H₂₁N₃O₃

MW 387.44

InChIKey WXRXHVSBIRUIFS-PWIKPTQSNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 29

Number_Rings 4

Number_Bonds 53

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 6

HB_Donor 2

HB_Acceptor 2

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 3.64

logP 4.568

PSA 76.24

MR 111.997

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -15.30336

PM7_Total_Energy_ev -4551.58759

PM7_Electronic_Energy_ev -36454.20222

PM7_Dipole_Debye 5.87401

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.056

PM7_LUMO_Energy_ev -0.795

PM7_COSMO_Area_square_ang 400.84

PM7_COSMO_Volue_cubic_ang 466.5

PM7_Electron_Affinity_ev 0.795

PM7_Ionization_Energy_ev 9.056

PM7_Energy_Gap_ev 8.261

PM7_Global_Hardness_ev 4.1305

PM7_Global_Softness_ev 0.242101440503571

PM7_Chemical_Potential_ev -4.9255

PM7_Electronigativity_ev 4.9255

PM7_Back_Donation_Energy_ev -1.032625

PM7_Electrophilicity_ev 2.936757081467135

OPENEYE_Name 2-methoxy-~{N}-[(3-methoxyphenyl)methyl]-4-(1~{H}-pyrrolo[2,3-b]pyridin-5-yl)benzamide

SMILES c1cc(cc(c1)OC)CNC(=O)c2ccc(cc2OC)c3cc4cc[nH]c4nc3

Canonical_SMILES COc1cc(ccc1C(=O)NCc1cccc(c1)OC)c1cnc2c(c1)cc[nH]2

InChI 1/C23H21N3O3/c1-28-19-5-3-4-15(10-19)13-26-23(27)20-7-6-16(12-21(20)29-2)18-11-17-8-9-24-22(17)25-14-18/h3-12,14H,13H2,1-2H3,(H,24,25)(H,26,27)/f/h24,26H

InChI_3D 1S/C23H21N3O3/c1-28-19-5-3-4-15(10-19)13-26-23(27)20-7-6-16(12-21(20)29-2)18-11-17-8-9-24-22(17)25-14-18/h3-12,14H,13H2,1-2H3,(H,24,25)(H,26,27)

AuxInfo 1/1/N:21,22,1,4,5,2,3,6,11,9,7,8,23,10,16,13,12,14,17,15,18,19,20,25,24,26,27,28,29/F:m/rA:50nCCCCCCCCCCCCCCCCCCCCCCCNNNOOOHHHHHHHHHHHHHHHHHHHHH/rB:;d2;d1;s1;;;;;;d6;s6d7;s2d8;s7d10s13;s3;s4d9;d5s9;s8d15;s12;s15;;;s16;s10d19;s11s19;s20s23;d20;s17s21;s18s22;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s21;s21;s21;s22;s22;s22;s23;s23;s25;s26;/rC:-6.9363,5.0046,0;-.8718,2.5033,0;-1.7372,3.0046,0;-6.0688,4.5071,0;-6.9363,6.0098,0;2.6938,1.3168,0;.868,1.5137,0;-1.7373,.9994,0;-5.2013,6.0098,0;;3.2858,.5022,0;1.736,1.0058,0;-.8675,1.5033,0;0,1.0058,0;-2.607,2.5007,0;-5.2013,5.0046,0;-6.0687,6.5175,0;-2.6114,1.4956,0;1.736,-.0013,0;-3.4722,3.002,0;-6.9347,8.0175,0;-3.4753,-.0057,0;-4.336,4.5033,0;.868,-.4979,0;2.6938,-.3126,0;-3.4708,4.002,0;-4.339,2.5033,0;-6.0687,7.5175,0;-3.4767,.9943,0;-7.369,4.754,0;-.4392,2.7539,0;-1.7372,3.5046,0;-6.0689,4.0071,0;-7.37,6.2586,0;2.8483,1.7923,0;.868,2.0137,0;-1.7351,.4994,0;-4.7675,6.2585,0;-.4327,-.2506,0;3.7858,.5022,0;-7.1847,7.5845,0;-6.6847,8.4505,0;-7.3677,8.2676,0;-2.9753,-.005,0;-3.9753,-.0064,0;-3.4745,-.5057,0;-4.5867,4.0706,0;-4.0854,4.9359,0;2.8483,-.7881,0;-3.0374,4.2513,0;

Duplicates CHEMBL5191656

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191500-0005191749/CHEMBL5191656.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191500-0005191749/CHEMBL5191656.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191500-0005191749/CHEMBL5191656.sdf

Formula	C₂₃H₂₁N₃O₃
MW	387.44
InChIKey	WXRXHVSBIRUIFS-PWIKPTQSNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	29
Number_Rings	4
Number_Bonds	53
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	6
HB_Donor	2
HB_Acceptor	2
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	3.64
logP	4.568
PSA	76.24
MR	111.997
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-15.30336
PM7_Total_Energy_ev	-4551.58759
PM7_Electronic_Energy_ev	-36454.20222
PM7_Dipole_Debye	5.87401
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.056
PM7_LUMO_Energy_ev	-0.795
PM7_COSMO_Area_square_ang	400.84
PM7_COSMO_Volue_cubic_ang	466.5
PM7_Electron_Affinity_ev	0.795
PM7_Ionization_Energy_ev	9.056
PM7_Energy_Gap_ev	8.261
PM7_Global_Hardness_ev	4.1305
PM7_Global_Softness_ev	0.242101440503571
PM7_Chemical_Potential_ev	-4.9255
PM7_Electronigativity_ev	4.9255
PM7_Back_Donation_Energy_ev	-1.032625
PM7_Electrophilicity_ev	2.936757081467135
OPENEYE_Name	2-methoxy-~{N}-[(3-methoxyphenyl)methyl]-4-(1~{H}-pyrrolo[2,3-b]pyridin-5-yl)benzamide
SMILES	c1cc(cc(c1)OC)CNC(=O)c2ccc(cc2OC)c3cc4cc[nH]c4nc3
Canonical_SMILES	COc1cc(ccc1C(=O)NCc1cccc(c1)OC)c1cnc2c(c1)cc[nH]2
InChI	1/C23H21N3O3/c1-28-19-5-3-4-15(10-19)13-26-23(27)20-7-6-16(12-21(20)29-2)18-11-17-8-9-24-22(17)25-14-18/h3-12,14H,13H2,1-2H3,(H,24,25)(H,26,27)/f/h24,26H
InChI_3D	1S/C23H21N3O3/c1-28-19-5-3-4-15(10-19)13-26-23(27)20-7-6-16(12-21(20)29-2)18-11-17-8-9-24-22(17)25-14-18/h3-12,14H,13H2,1-2H3,(H,24,25)(H,26,27)
AuxInfo	1/1/N:21,22,1,4,5,2,3,6,11,9,7,8,23,10,16,13,12,14,17,15,18,19,20,25,24,26,27,28,29/F:m/rA:50nCCCCCCCCCCCCCCCCCCCCCCCNNNOOOHHHHHHHHHHHHHHHHHHHHH/rB:;d2;d1;s1;;;;;;d6;s6d7;s2d8;s7d10s13;s3;s4d9;d5s9;s8d15;s12;s15;;;s16;s10d19;s11s19;s20s23;d20;s17s21;s18s22;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s21;s21;s21;s22;s22;s22;s23;s23;s25;s26;/rC:-6.9363,5.0046,0;-.8718,2.5033,0;-1.7372,3.0046,0;-6.0688,4.5071,0;-6.9363,6.0098,0;2.6938,1.3168,0;.868,1.5137,0;-1.7373,.9994,0;-5.2013,6.0098,0;;3.2858,.5022,0;1.736,1.0058,0;-.8675,1.5033,0;0,1.0058,0;-2.607,2.5007,0;-5.2013,5.0046,0;-6.0687,6.5175,0;-2.6114,1.4956,0;1.736,-.0013,0;-3.4722,3.002,0;-6.9347,8.0175,0;-3.4753,-.0057,0;-4.336,4.5033,0;.868,-.4979,0;2.6938,-.3126,0;-3.4708,4.002,0;-4.339,2.5033,0;-6.0687,7.5175,0;-3.4767,.9943,0;-7.369,4.754,0;-.4392,2.7539,0;-1.7372,3.5046,0;-6.0689,4.0071,0;-7.37,6.2586,0;2.8483,1.7923,0;.868,2.0137,0;-1.7351,.4994,0;-4.7675,6.2585,0;-.4327,-.2506,0;3.7858,.5022,0;-7.1847,7.5845,0;-6.6847,8.4505,0;-7.3677,8.2676,0;-2.9753,-.005,0;-3.9753,-.0064,0;-3.4745,-.5057,0;-4.5867,4.0706,0;-4.0854,4.9359,0;2.8483,-.7881,0;-3.0374,4.2513,0;
Duplicates	CHEMBL5191656
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191500-0005191749/CHEMBL5191656.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191500-0005191749/CHEMBL5191656.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191500-0005191749/CHEMBL5191656.sdf