ID: ALA242708

Max Phase: Preclinical

Molecular Formula: C19H17NO4

Molecular Weight: 323.35

Molecule Type: Small molecule

Representations

Synonyms (1): NCI-0001009
Synonyms from Alternative Forms(1):

Canonical SMILES:  O=c1cc(CO)oc(C(Nc2ccccc2)c2ccccc2)c1O

Standard InChI:  InChI=1S/C19H17NO4/c21-12-15-11-16(22)18(23)19(24-15)17(13-7-3-1-4-8-13)20-14-9-5-2-6-10-14/h1-11,17,20-21,23H,12H2

Standard InChI Key:  SDUJCHJWBKZEPC-UHFFFAOYSA-N

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

Properties

Molecular Weight: 323.35

Molecular Weight (Monoisotopic): 323.1158

AlogP: 3.04

#Rotatable Bonds: 5

Polar Surface Area: 82.70

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.21

CX Basic pKa: 2.15

CX LogP: 2.40

CX LogD: 2.40

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.67

Np Likeness Score: -0.03

References

1. Purushottamachar P, Khandelwal A, Chopra P, Maheshwari N, Gediya LK, Vasaitis TS, Bruno RD, Clement OO, Njar VC..  (2007)  First pharmacophore-based identification of androgen receptor down-regulating agents: discovery of potent anti-prostate cancer agents.,  15  (10): [PMID:17383188] [10.1016/j.bmc.2007.03.019]

2. Karatas H,Akbarzadeh M,Adihou H,Hahne G,Pobbati AV,Yihui Ng E,Guéret SM,Sievers S,Pahl A,Metz M,Zinken S,Dötsch L,Nowak C,Thavam S,Friese A,Kang C,Hong W,Waldmann H.  (2020)  Discovery of Covalent Inhibitors Targeting the Transcriptional Enhanced Associate Domain Central Pocket.,  63  (20.0): [PMID:32907324] [10.1021/acs.jmedchem.0c01275]

Source

Source(1):

• Scientific Literature