ID: ALA4782147

Max Phase: Preclinical

Molecular Formula: C28H29N3O3

Molecular Weight: 455.56

Molecule Type: Unknown

Representations

Canonical SMILES:  O=C(NO)c1ccc(CC(=O)N2CCC3(CC2)CN(Cc2ccccc2)c2ccccc23)cc1

Standard InChI:  InChI=1S/C28H29N3O3/c32-26(18-21-10-12-23(13-11-21)27(33)29-34)30-16-14-28(15-17-30)20-31(19-22-6-2-1-3-7-22)25-9-5-4-8-24(25)28/h1-13,34H,14-20H2,(H,29,33)

Standard InChI Key:  BPZJZBRIEKEGTO-UHFFFAOYSA-N

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

Properties

Molecular Weight: 455.56

Molecular Weight (Monoisotopic): 455.2209

AlogP: 3.93

#Rotatable Bonds: 5

Polar Surface Area: 72.88

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.05

CX Basic pKa: 2.98

CX LogP: 3.74

CX LogD: 3.73

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.45

Np Likeness Score: -0.75

References

1. Saraswati AP,Relitti N,Brindisi M,Osko JD,Chemi G,Federico S,Grillo A,Brogi S,McCabe NH,Turkington RC,Ibrahim O,O'Sullivan J,Lamponi S,Ghanim M,Kelly VP,Zisterer D,Amet R,Hannon Barroeta P,Vanni F,Ulivieri C,Herp D,Sarno F,Di Costanzo A,Saccoccia F,Ruberti G,Jung M,Altucci L,Gemma S,Butini S,Christianson DW,Campiani G.  (2020)  Spiroindoline-Capped Selective HDAC6 Inhibitors: Design, Synthesis, Structural Analysis, and Biological Evaluation.,  11  (11): [PMID:33214839] [10.1021/acsmedchemlett.0c00395]

Source

Source(1):

• Scientific Literature