N-[(4-tert-butylphenyl)methyl]-2-[(4-fluorophenyl)sulfonyl-[(2,3,4,5,6-pentafluorophenyl)methyl]amino]-N-[4-(hydroxycarbamoyl)phenyl]acetamide

ID: ALA4520400

Cas Number: 2361659-61-0

PubChem CID: 137628685

Product Number: A649085, Order Now?

Max Phase: Preclinical

Molecular Formula: C33H29F6N3O5S

Molecular Weight: 693.67

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(C)c1ccc(CN(C(=O)CN(Cc2c(F)c(F)c(F)c(F)c2F)S(=O)(=O)c2ccc(F)cc2)c2ccc(C(=O)NO)cc2)cc1

Standard InChI:  InChI=1S/C33H29F6N3O5S/c1-33(2,3)21-8-4-19(5-9-21)16-42(23-12-6-20(7-13-23)32(44)40-45)26(43)18-41(48(46,47)24-14-10-22(34)11-15-24)17-25-27(35)29(37)31(39)30(38)28(25)36/h4-15,45H,16-18H2,1-3H3,(H,40,44)

Standard InChI Key:  LTRKEOBJRDKIHB-UHFFFAOYSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4520400

   AES-135

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: 693.67

Molecular Weight (Monoisotopic): 693.1732

AlogP: 6.36

#Rotatable Bonds: 10

Polar Surface Area: 107.02

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.20

CX Basic pKa: ┄

CX LogP: 6.50

CX LogD: 6.49

Aromatic Rings: 4

Heavy Atoms: 48

QED Weighted: 0.07

Np Likeness Score: -1.39

References

1. Shouksmith AE, Gawel JM, Nawar N, Sina D, Raouf YS, Bukhari S, He L, Johns AE, Manaswiyoungkul P, Olaoye OO, Cabral AD, Sedighi A, de Araujo ED, Gunning PT..  (2020)  Class I/IIb-Selective HDAC Inhibitor Exhibits Oral Bioavailability and Therapeutic Efficacy in Acute Myeloid Leukemia.,  11  (1): [PMID:31938464] [10.1021/acsmedchemlett.9b00471]

2. Shouksmith AE, Shah F, Grimard ML, Gawel JM, Raouf YS, Geletu M, Berger-Becvar A, de Araujo ED, Luchman HA, Heaton WL, Bakhshinyan D, Adile AA, Venugopal C, O'Hare T, Deininger MW, Singh SK, Konieczny SF, Weiss S, Fishel ML, Gunning PT..  (2019)  Identification and Characterization of AES-135, a Hydroxamic Acid-Based HDAC Inhibitor That Prolongs Survival in an Orthotopic Mouse Model of Pancreatic Cancer.,  62  (5): [PMID:30776234] [10.1021/acs.jmedchem.8b01957]

Source

Source(1):

• Scientific Literature