(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl 4-(8-(hydroxyamino)-8-oxooctanamido)phenylcarbamate

ID: ALA4101585

PubChem CID: 137661244

Max Phase: Preclinical

Molecular Formula: C42H65N3O5

Molecular Weight: 692.00

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OC(=O)Nc5ccc(NC(=O)CCCCCCC(=O)NO)cc5)CC[C@]4(C)[C@H]3CC[C@]12C

Standard InChI:  InChI=1S/C42H65N3O5/c1-28(2)11-10-12-29(3)35-21-22-36-34-20-15-30-27-33(23-25-41(30,4)37(34)24-26-42(35,36)5)50-40(48)44-32-18-16-31(17-19-32)43-38(46)13-8-6-7-9-14-39(47)45-49/h15-19,28-29,33-37,49H,6-14,20-27H2,1-5H3,(H,43,46)(H,44,48)(H,45,47)/t29-,33+,34+,35-,36+,37+,41+,42-/m1/s1

Standard InChI Key:  NJZIWIGPEOTIOH-SSHTYJMQSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4101585

   ---

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: 692.00

Molecular Weight (Monoisotopic): 691.4924

AlogP: 10.43

#Rotatable Bonds: 15

Polar Surface Area: 116.76

Molecular Species: NEUTRAL

HBA: 5

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.91

CX Basic pKa: ┄

CX LogP: 9.49

CX LogD: 9.48

Aromatic Rings: 1

Heavy Atoms: 50

QED Weighted: 0.06

Np Likeness Score: 1.06

References

1. Idippily ND, Gan C, Orefice P, Peterson J, Su B..  (2017)  Synthesis of Vorinostat and cholesterol conjugate to enhance the cancer cell uptake selectivity.,  27  (4): [PMID:28108250] [10.1016/j.bmcl.2017.01.025]

Source

Source(1):

• Scientific Literature