4-(4-((5-(4,5-dimethyl-2-nitrophenyl)furan-2-yl)methylene)-3-methyl-5-oxo-4,5-dihydro-1H-pyrazol-1-yl)benzoic acid

ID: ALA3734823

Chembl Id: CHEMBL3734823

PubChem CID: 1285940

Max Phase: Preclinical

Molecular Formula: C24H19N3O6

Molecular Weight: 445.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=NN(c2ccc(C(=O)O)cc2)C(=O)/C1=C/c1ccc(-c2cc(C)c(C)cc2[N+](=O)[O-])o1

Standard InChI:  InChI=1S/C24H19N3O6/c1-13-10-20(21(27(31)32)11-14(13)2)22-9-8-18(33-22)12-19-15(3)25-26(23(19)28)17-6-4-16(5-7-17)24(29)30/h4-12H,1-3H3,(H,29,30)/b19-12+

Standard InChI Key:  HEKJYZZSCQBJGB-XDHOZWIPSA-N

Alternative Forms

1. Parent:

   

   ALA3734823

   C646

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 445.43

Molecular Weight (Monoisotopic): 445.1274

AlogP: 4.98

#Rotatable Bonds: 5

Polar Surface Area: 126.25

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.98

CX Basic pKa: ┄

CX LogP: 4.83

CX LogD: 1.66

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.34

Np Likeness Score: -1.30

References

1. Wapenaar H, van der Wouden PE, Groves MR, Rotili D, Mai A, Dekker FJ..  (2015)  Enzyme kinetics and inhibition of histone acetyltransferase KAT8.,  105  [PMID:26505788] [10.1016/j.ejmech.2015.10.016]

2. Yu Z, Taniguchi J, Wei Y, Pandian GN, Hashiya K, Bando T, Sugiyama H..  (2017)  Antiproliferative and apoptotic activities of sequence-specific histone acetyltransferase inhibitors.,  138  [PMID:28686912] [10.1016/j.ejmech.2017.06.037]

3. Lu W, Xiong H, Chen Y, Wang C, Zhang H, Xu P, Han J, Xiao S, Ding H, Chen Z, Lu T, Wang J, Zhang Y, Yue L, Liu YC, Zhang C, Yang Y, Jiang H, Chen K, Zhou B, Luo C..  (2018)  Discovery and biological evaluation of thiobarbituric derivatives as potent p300/CBP inhibitors.,  26  (20): [PMID:30297119] [10.1016/j.bmc.2018.07.048]

4. Huang M, Huang J, Zheng Y, Sun Q..  (2019)  Histone acetyltransferase inhibitors: An overview in synthesis, structure-activity relationship and molecular mechanism.,  178  [PMID:31195169] [10.1016/j.ejmech.2019.05.078]

Source

Source(1):

• Scientific Literature