CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5193377 (2535869)

Formula C₂₁H₂₃ClN₄O

MW 382.89

InChIKey DBQRBBNYQVEWEH-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 27

Number_Rings 3

Number_Bonds 52

Rotat_Bonds 5

Unbranched_Chain 3

Chiral_Centers 0

ONatoms 5

HB_Donor 1

HB_Acceptor 3

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 3.09

logP 5.1811

PSA 63.57

MR 113.056

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 36.73396

PM7_Total_Energy_ev -4195.68738

PM7_Electronic_Energy_ev -36891.72843

PM7_Dipole_Debye 3.6858

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.578

PM7_LUMO_Energy_ev -1.121

PM7_COSMO_Area_square_ang 361.2

PM7_COSMO_Volue_cubic_ang 471.78

PM7_Electron_Affinity_ev 1.121

PM7_Ionization_Energy_ev 8.578

PM7_Energy_Gap_ev 7.457

PM7_Global_Hardness_ev 3.7285

PM7_Global_Softness_ev 0.2682043717312592

PM7_Chemical_Potential_ev -4.8495

PM7_Electronigativity_ev 4.8495

PM7_Back_Donation_Energy_ev -0.932125

PM7_Electrophilicity_ev 3.1537683049483705

OPENEYE_Name 3-chloro-5-[(2~{E})-3,7-dimethylocta-2,6-dienyl]-11~{H}-pyrimido[5,4-b][1,4]benzodiazepin-6-one

SMILES c1ccc2c(c1)C(=O)N(c3c(cnc(n3)Cl)N2)CC=C(C)CCC=C(C)C

Canonical_SMILES C/C(=CCn1c2nc(Cl)ncc2[nH]c2c(c1=O)cccc2)/CCC=C(C)C

InChI 1/C21H23ClN4O/c1-14(2)7-6-8-15(3)11-12-26-19-18(13-23-21(22)25-19)24-17-10-5-4-9-16(17)20(26)27/h4-5,7,9-11,13,24H,6,8,12H2,1-3H3

InChI_3D 1S/C21H23ClN4O/c1-14(2)7-6-8-15(3)11-12-26-19-18(13-23-21(22)25-19)24-17-10-5-4-9-16(17)20(26)27/h4-5,7,9-11,13,24H,6,8,12H2,1-3H3/b15-11+

AuxInfo 1/0/N:16,17,18,1,2,19,12,21,3,4,13,20,5,14,15,6,7,8,9,11,10,27,22,24,23,25,26/E:(1,2)/rA:50nCCCCCCCCCCCCCCCCCCCCCNNNNOClHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d3;d4s6;d5;s8;;s6;;;d12;w13;s14;s14;s15;s12;s13;s15s19;s5d10;d9s10;s7s8;s9s11s20;d11;s10;s1;s2;s3;s4;s5;s12;s13;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s20;s20;s21;s21;s24;/rC:;-.2102,-.9833,0;-.7466,.6767,0;-1.1671,-1.29,0;-4.4609,-1.3206,0;-1.6992,.3634,0;-1.9095,-.62,0;-3.73,-.6268,0;-3.9613,.3569,0;-5.6612,-.0428,0;-2.3279,1.1516,0;-6.5077,5.7235,0;-4.2033,2.9504,0;-7.5051,5.7962,0;-5.2007,3.0232,0;-8.0667,4.9689,0;-7.9407,6.6963,0;-5.7624,2.1958,0;-6.072,4.8234,0;-3.7677,2.0503,0;-5.6364,3.9233,0;-5.4299,-1.0265,0;-4.9235,.647,0;-2.8166,-1.0582,0;-3.332,1.1502,0;-1.8947,2.0529,0;-6.6183,.247,0;.4759,.1535,0;.1605,-1.3188,0;-.6427,1.1658,0;-1.2723,-1.7788,0;-4.3458,-1.8072,0;-6.2269,6.1372,0;-3.9225,3.3641,0;-7.6531,4.688,0;-8.4804,5.2497,0;-8.3476,4.5552,0;-8.3908,6.4785,0;-7.4907,6.9142,0;-8.1586,7.1464,0;-6.176,2.4766,0;-5.3487,1.915,0;-6.0432,1.7821,0;-5.622,5.0412,0;-6.5221,4.6055,0;-3.3176,2.2681,0;-4.2177,1.8325,0;-6.0864,3.7054,0;-5.1863,4.1411,0;-2.8144,-1.5582,0;

Duplicates CHEMBL5193377

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193250-0005193499/CHEMBL5193377.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193250-0005193499/CHEMBL5193377.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193250-0005193499/CHEMBL5193377.sdf

Formula	C₂₁H₂₃ClN₄O
MW	382.89
InChIKey	DBQRBBNYQVEWEH-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	27
Number_Rings	3
Number_Bonds	52
Rotat_Bonds	5
Unbranched_Chain	3
Chiral_Centers	0
ONatoms	5
HB_Donor	1
HB_Acceptor	3
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	3.09
logP	5.1811
PSA	63.57
MR	113.056
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	36.73396
PM7_Total_Energy_ev	-4195.68738
PM7_Electronic_Energy_ev	-36891.72843
PM7_Dipole_Debye	3.6858
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.578
PM7_LUMO_Energy_ev	-1.121
PM7_COSMO_Area_square_ang	361.2
PM7_COSMO_Volue_cubic_ang	471.78
PM7_Electron_Affinity_ev	1.121
PM7_Ionization_Energy_ev	8.578
PM7_Energy_Gap_ev	7.457
PM7_Global_Hardness_ev	3.7285
PM7_Global_Softness_ev	0.2682043717312592
PM7_Chemical_Potential_ev	-4.8495
PM7_Electronigativity_ev	4.8495
PM7_Back_Donation_Energy_ev	-0.932125
PM7_Electrophilicity_ev	3.1537683049483705
OPENEYE_Name	3-chloro-5-[(2~{E})-3,7-dimethylocta-2,6-dienyl]-11~{H}-pyrimido[5,4-b][1,4]benzodiazepin-6-one
SMILES	c1ccc2c(c1)C(=O)N(c3c(cnc(n3)Cl)N2)CC=C(C)CCC=C(C)C
Canonical_SMILES	C/C(=CCn1c2nc(Cl)ncc2[nH]c2c(c1=O)cccc2)/CCC=C(C)C
InChI	1/C21H23ClN4O/c1-14(2)7-6-8-15(3)11-12-26-19-18(13-23-21(22)25-19)24-17-10-5-4-9-16(17)20(26)27/h4-5,7,9-11,13,24H,6,8,12H2,1-3H3
InChI_3D	1S/C21H23ClN4O/c1-14(2)7-6-8-15(3)11-12-26-19-18(13-23-21(22)25-19)24-17-10-5-4-9-16(17)20(26)27/h4-5,7,9-11,13,24H,6,8,12H2,1-3H3/b15-11+
AuxInfo	1/0/N:16,17,18,1,2,19,12,21,3,4,13,20,5,14,15,6,7,8,9,11,10,27,22,24,23,25,26/E:(1,2)/rA:50nCCCCCCCCCCCCCCCCCCCCCNNNNOClHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d3;d4s6;d5;s8;;s6;;;d12;w13;s14;s14;s15;s12;s13;s15s19;s5d10;d9s10;s7s8;s9s11s20;d11;s10;s1;s2;s3;s4;s5;s12;s13;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s20;s20;s21;s21;s24;/rC:;-.2102,-.9833,0;-.7466,.6767,0;-1.1671,-1.29,0;-4.4609,-1.3206,0;-1.6992,.3634,0;-1.9095,-.62,0;-3.73,-.6268,0;-3.9613,.3569,0;-5.6612,-.0428,0;-2.3279,1.1516,0;-6.5077,5.7235,0;-4.2033,2.9504,0;-7.5051,5.7962,0;-5.2007,3.0232,0;-8.0667,4.9689,0;-7.9407,6.6963,0;-5.7624,2.1958,0;-6.072,4.8234,0;-3.7677,2.0503,0;-5.6364,3.9233,0;-5.4299,-1.0265,0;-4.9235,.647,0;-2.8166,-1.0582,0;-3.332,1.1502,0;-1.8947,2.0529,0;-6.6183,.247,0;.4759,.1535,0;.1605,-1.3188,0;-.6427,1.1658,0;-1.2723,-1.7788,0;-4.3458,-1.8072,0;-6.2269,6.1372,0;-3.9225,3.3641,0;-7.6531,4.688,0;-8.4804,5.2497,0;-8.3476,4.5552,0;-8.3908,6.4785,0;-7.4907,6.9142,0;-8.1586,7.1464,0;-6.176,2.4766,0;-5.3487,1.915,0;-6.0432,1.7821,0;-5.622,5.0412,0;-6.5221,4.6055,0;-3.3176,2.2681,0;-4.2177,1.8325,0;-6.0864,3.7054,0;-5.1863,4.1411,0;-2.8144,-1.5582,0;
Duplicates	CHEMBL5193377
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193250-0005193499/CHEMBL5193377.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193250-0005193499/CHEMBL5193377.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193250-0005193499/CHEMBL5193377.sdf