4-((4-(4-cyclohexylphenylcarbamoyl)-2-phenyloxazol-5-yl)methyl)phenyl dihydrogen phosphate

ID: ALA2172015

Chembl Id: CHEMBL2172015

PubChem CID: 67326077

Max Phase: Preclinical

Molecular Formula: C29H29N2O6P

Molecular Weight: 532.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(C2CCCCC2)cc1)c1nc(-c2ccccc2)oc1Cc1ccc(OP(=O)(O)O)cc1

Standard InChI:  InChI=1S/C29H29N2O6P/c32-28(30-24-15-13-22(14-16-24)21-7-3-1-4-8-21)27-26(36-29(31-27)23-9-5-2-6-10-23)19-20-11-17-25(18-12-20)37-38(33,34)35/h2,5-6,9-18,21H,1,3-4,7-8,19H2,(H,30,32)(H2,33,34,35)

Standard InChI Key:  MFIJMJQCUUNJCN-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2172015

   [4-[[4-[(4-Cyclohexylphenyl)carbamoyl]-2-phenyl-1,3-oxazol-5-yl]methyl]phenyl] dihydrogen phosphate

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: 532.53

Molecular Weight (Monoisotopic): 532.1763

AlogP: 6.70

#Rotatable Bonds: 8

Polar Surface Area: 121.89

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 1.79

CX Basic pKa: ┄

CX LogP: 6.43

CX LogD: 3.32

Aromatic Rings: 4

Heavy Atoms: 38

QED Weighted: 0.22

Np Likeness Score: -0.51

References

1. Debnath B, Xu S, Neamati N..  (2012)  Small molecule inhibitors of signal transducer and activator of transcription 3 (Stat3) protein.,  55  (15): [PMID:22650325] [10.1021/jm300207s]

2.  (2015)  Inhibitors of STAT3, 

3. Huang Q, Zhong Y, Dong H, Zheng Q, Shi S, Zhu K, Qu X, Hu W, Zhang X, Wang Y..  (2020)  Revisiting signal transducer and activator of transcription 3 (STAT3) as an anticancer target and its inhibitor discovery: Where are we and where should we go?,  187  [PMID:31810784] [10.1016/j.ejmech.2019.111922]

Source

Source(2):

• Scientific Literature
• BindingDB Database