1-benzyl-5-(5-((4-methoxy-1-(naphthalen-2-yl)-2-oxo-2,5-dihydro-1H-pyrrol-3-yl)methyl)thiophen-2-yl)-4-oxo-1,4-dihydropyridine-3-carboxylic acid

ID: ALA5088992

Chembl Id: CHEMBL5088992

PubChem CID: 166634994

Max Phase: Preclinical

Molecular Formula: C33H26N2O5S

Molecular Weight: 562.65

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC1=C(Cc2ccc(-c3cn(Cc4ccccc4)cc(C(=O)O)c3=O)s2)C(=O)N(c2ccc3ccccc3c2)C1

Standard InChI:  InChI=1S/C33H26N2O5S/c1-40-29-20-35(24-12-11-22-9-5-6-10-23(22)15-24)32(37)26(29)16-25-13-14-30(41-25)27-18-34(17-21-7-3-2-4-8-21)19-28(31(27)36)33(38)39/h2-15,18-19H,16-17,20H2,1H3,(H,38,39)

Standard InChI Key:  YIGVZXFIAKXNEU-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA5088992

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 562.65

Molecular Weight (Monoisotopic): 562.1562

AlogP: 5.97

#Rotatable Bonds: 8

Polar Surface Area: 88.84

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.63

CX Basic pKa: ┄

CX LogP: 5.57

CX LogD: 2.24

Aromatic Rings: 5

Heavy Atoms: 41

QED Weighted: 0.25

Np Likeness Score: -0.62

References

1. Kanada R, Suzuki T, Murata T, Miyazaki M, Shimada T, Kuroha M, Minami M, Higuchi S, Tominaga Y, Naito H..  (2021)  4-Pyridone-3-carboxylic acid as a benzoic acid bioisostere: Design, synthesis, and evaluation of EP300/CBP histone acetyltransferase inhibitors.,  51  [PMID:34534674] [10.1016/j.bmcl.2021.128358]

Source

Source(1):

• Scientific Literature