CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5189854_t0 (2531993)

Formula C₂₇H₂₃N₃O₆

MW 485.5

InChIKey WJZQXHVGEHXCJZ-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 60

Number_Heavy_Atoms 36

Number_Rings 4

Number_Bonds 63

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 9

HB_Donor 2

HB_Acceptor 5

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP 3.72

logP 5.9643

PSA 126.4

MR 138.575

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -4.87115

PM7_Total_Energy_ev -5950.70173

PM7_Electronic_Energy_ev -49073.83733

PM7_Dipole_Debye 4.98364

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.634

PM7_LUMO_Energy_ev -1.756

PM7_COSMO_Area_square_ang 500.24

PM7_COSMO_Volue_cubic_ang 559.84

PM7_Electron_Affinity_ev 1.756

PM7_Ionization_Energy_ev 8.634

PM7_Energy_Gap_ev 6.878

PM7_Global_Hardness_ev 3.439

PM7_Global_Softness_ev 0.2907822041291073

PM7_Chemical_Potential_ev -5.195

PM7_Electronigativity_ev 5.195

PM7_Back_Donation_Energy_ev -0.85975

PM7_Electrophilicity_ev 3.9238186972957254

OPENEYE_Name 4-[(~{E})-2-[5-[(~{E})-2-(4-hydroxy-3-methoxy-phenyl)vinyl]-1-(4-nitrophenyl)pyrazol-3-yl]vinyl]-2-methoxy-phenol

SMILES c1cc(c(cc1C=Cc2cc(n(n2)c3ccc(cc3)[N+](=O)[O-])C=Cc4ccc(c(c4)OC)O)OC)O

Canonical_SMILES COc1cc(/C=C/c2cc(n(n2)c2ccc(cc2)[N](=O)O)/C=C/c2ccc(c(c2)OC)O)ccc1O

InChI 1/C27H23N3O6/c1-35-26-15-18(5-13-24(26)31)3-7-20-17-23(8-4-19-6-14-25(32)27(16-19)36-2)29(28-20)21-9-11-22(12-10-21)30(33)34/h3-17,31-32H,1-2H3

InChI_3D 1S/C27H24N3O6/c1-35-26-15-18(5-13-24(26)31)3-7-20-17-23(8-4-19-6-14-25(32)27(16-19)36-2)29(28-20)21-9-11-22(12-10-21)30(33)34/h3-17,31-32H,1-2H3,(H,33,34)/b7-3+,8-4+

AuxInfo 1/0/N:26,27,22,23,1,2,24,25,3,4,5,6,7,8,9,10,11,12,13,20,14,15,21,16,17,18,19,28,29,30,33,34,31,32,35,36/E:(9,10)(11,12)(33,34)/CRV:30.5/rA:59nCCCCCCCCCCCCCCCCCCCCCCCCCCCNNN+O-OOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d3;s4;d1;d2;;;;s1d9;s2d10;s3d4;s5d6;s7;s8;s9d16;s10d17;s11;d11;s12;s13;s20w22;s21w23;;;d20;s14s21s28;s15;s30;d30;s16;s17;s18s26;s19s27;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s22;s23;s24;s25;s26;s26;s26;s27;s27;s27;s33;s34;/rC:-3.6956,.2312,0;1.3608,-3.4462,0;2.4712,2.238,0;3.0051,.5871,0;3.4277,2.5473,0;3.9615,.8964,0;-4.6481,.5357,0;1.944,-4.2585,0;-3.1626,1.8825,0;2.7672,-2.4301,0;;-2.9517,.8996,0;1.7673,-2.5325,0;2.2648,1.2595,0;4.1777,1.8781,0;-4.859,1.5186,0;2.944,-4.1561,0;-4.1172,2.1969,0;3.3607,-3.2413,0;-.3065,.9518,0;1.0015,0,0;-2.0006,.591,0;1.1805,-1.7228,0;-1.2577,1.2604,0;1.5883,-.8097,0;-5.2786,3.4819,0;4.9411,-3.95,0;.5008,1.5426,0;1.3133,.9518,0;5.1292,2.1857,0;5.3384,3.1636,0;5.8714,1.5156,0;-5.8115,1.823,0;3.5273,-4.9684,0;-4.327,3.1747,0;4.3555,-3.1395,0;-3.5907,-.2576,0;.8634,-3.4971,0;2.0997,2.5725,0;2.8997,.0984,0;3.5309,3.0365,0;4.3316,.5602,0;-5.0186,.1999,0;1.7388,-4.7144,0;-2.7906,2.2166,0;2.9705,-1.9733,0;-.2944,-.4041,0;-1.8964,.102,0;.6831,-1.7744,0;-1.3618,1.7495,0;2.0856,-.7581,0;-5.4322,3.0061,0;-5.125,3.9577,0;-5.7544,3.6355,0;4.5358,-4.2429,0;5.3464,-3.6572,0;5.2339,-4.3553,0;-6.1815,1.4867,0;3.3213,-5.424,0;

Duplicates CHEMBL5189854_t0;CHEMBL5189854_t1

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189750-0005189999/CHEMBL5189854_t0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189750-0005189999/CHEMBL5189854_t0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189750-0005189999/CHEMBL5189854_t0.sdf

Formula	C₂₇H₂₃N₃O₆
MW	485.5
InChIKey	WJZQXHVGEHXCJZ-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	60
Number_Heavy_Atoms	36
Number_Rings	4
Number_Bonds	63
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	9
HB_Donor	2
HB_Acceptor	5
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	3.72
logP	5.9643
PSA	126.4
MR	138.575
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-4.87115
PM7_Total_Energy_ev	-5950.70173
PM7_Electronic_Energy_ev	-49073.83733
PM7_Dipole_Debye	4.98364
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.634
PM7_LUMO_Energy_ev	-1.756
PM7_COSMO_Area_square_ang	500.24
PM7_COSMO_Volue_cubic_ang	559.84
PM7_Electron_Affinity_ev	1.756
PM7_Ionization_Energy_ev	8.634
PM7_Energy_Gap_ev	6.878
PM7_Global_Hardness_ev	3.439
PM7_Global_Softness_ev	0.2907822041291073
PM7_Chemical_Potential_ev	-5.195
PM7_Electronigativity_ev	5.195
PM7_Back_Donation_Energy_ev	-0.85975
PM7_Electrophilicity_ev	3.9238186972957254
OPENEYE_Name	4-[(~{E})-2-[5-[(~{E})-2-(4-hydroxy-3-methoxy-phenyl)vinyl]-1-(4-nitrophenyl)pyrazol-3-yl]vinyl]-2-methoxy-phenol
SMILES	c1cc(c(cc1C=Cc2cc(n(n2)c3ccc(cc3)[N+](=O)[O-])C=Cc4ccc(c(c4)OC)O)OC)O
Canonical_SMILES	COc1cc(/C=C/c2cc(n(n2)c2ccc(cc2)[N](=O)O)/C=C/c2ccc(c(c2)OC)O)ccc1O
InChI	1/C27H23N3O6/c1-35-26-15-18(5-13-24(26)31)3-7-20-17-23(8-4-19-6-14-25(32)27(16-19)36-2)29(28-20)21-9-11-22(12-10-21)30(33)34/h3-17,31-32H,1-2H3
InChI_3D	1S/C27H24N3O6/c1-35-26-15-18(5-13-24(26)31)3-7-20-17-23(8-4-19-6-14-25(32)27(16-19)36-2)29(28-20)21-9-11-22(12-10-21)30(33)34/h3-17,31-32H,1-2H3,(H,33,34)/b7-3+,8-4+
AuxInfo	1/0/N:26,27,22,23,1,2,24,25,3,4,5,6,7,8,9,10,11,12,13,20,14,15,21,16,17,18,19,28,29,30,33,34,31,32,35,36/E:(9,10)(11,12)(33,34)/CRV:30.5/rA:59nCCCCCCCCCCCCCCCCCCCCCCCCCCCNNN+O-OOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d3;s4;d1;d2;;;;s1d9;s2d10;s3d4;s5d6;s7;s8;s9d16;s10d17;s11;d11;s12;s13;s20w22;s21w23;;;d20;s14s21s28;s15;s30;d30;s16;s17;s18s26;s19s27;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s22;s23;s24;s25;s26;s26;s26;s27;s27;s27;s33;s34;/rC:-3.6956,.2312,0;1.3608,-3.4462,0;2.4712,2.238,0;3.0051,.5871,0;3.4277,2.5473,0;3.9615,.8964,0;-4.6481,.5357,0;1.944,-4.2585,0;-3.1626,1.8825,0;2.7672,-2.4301,0;;-2.9517,.8996,0;1.7673,-2.5325,0;2.2648,1.2595,0;4.1777,1.8781,0;-4.859,1.5186,0;2.944,-4.1561,0;-4.1172,2.1969,0;3.3607,-3.2413,0;-.3065,.9518,0;1.0015,0,0;-2.0006,.591,0;1.1805,-1.7228,0;-1.2577,1.2604,0;1.5883,-.8097,0;-5.2786,3.4819,0;4.9411,-3.95,0;.5008,1.5426,0;1.3133,.9518,0;5.1292,2.1857,0;5.3384,3.1636,0;5.8714,1.5156,0;-5.8115,1.823,0;3.5273,-4.9684,0;-4.327,3.1747,0;4.3555,-3.1395,0;-3.5907,-.2576,0;.8634,-3.4971,0;2.0997,2.5725,0;2.8997,.0984,0;3.5309,3.0365,0;4.3316,.5602,0;-5.0186,.1999,0;1.7388,-4.7144,0;-2.7906,2.2166,0;2.9705,-1.9733,0;-.2944,-.4041,0;-1.8964,.102,0;.6831,-1.7744,0;-1.3618,1.7495,0;2.0856,-.7581,0;-5.4322,3.0061,0;-5.125,3.9577,0;-5.7544,3.6355,0;4.5358,-4.2429,0;5.3464,-3.6572,0;5.2339,-4.3553,0;-6.1815,1.4867,0;3.3213,-5.424,0;
Duplicates	CHEMBL5189854_t0;CHEMBL5189854_t1
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189750-0005189999/CHEMBL5189854_t0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189750-0005189999/CHEMBL5189854_t0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189750-0005189999/CHEMBL5189854_t0.sdf