(S,Z)-5-((1R,4R)-4-((2E,4E)-5-((3R,5S)-7,7-Dimethyl-1,6-dioxaspiro[2.5]octan-5-yl)-3-methylpenta-2,4-dienyl)cyclohexylamino)-5-oxopent-3-en-2-yl Isobutyrate

ID: ALA565493

Chembl Id: CHEMBL565493

PubChem CID: 45483860

Max Phase: Preclinical

Molecular Formula: C29H45NO5

Molecular Weight: 487.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(/C=C/[C@@H]1C[C@]2(CO2)CC(C)(C)O1)=C\C[C@H]1CC[C@@H](NC(=O)/C=C\[C@H](C)OC(=O)C(C)C)CC1

Standard InChI:  InChI=1S/C29H45NO5/c1-20(2)27(32)34-22(4)9-16-26(31)30-24-13-11-23(12-14-24)10-7-21(3)8-15-25-17-29(19-33-29)18-28(5,6)35-25/h7-9,15-16,20,22-25H,10-14,17-19H2,1-6H3,(H,30,31)/b15-8+,16-9-,21-7+/t22-,23-,24+,25+,29+/m0/s1

Standard InChI Key:  DLBNADSLONGOBH-UIRIJLJZSA-N

Alternative Forms

1. Parent:

   

   ALA565493

   [(Z,2S)-5-[[4-[(2E,4E)-5-[(3R,7S)-5,5-dimethyl-1,6-dioxaspiro[2.5]octan-7-yl]-3-methylpenta-2,4-dienyl]cyclohexyl]amino]-5-oxopent-3-en-2-yl] 2-methylpropanoate

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: 487.68

Molecular Weight (Monoisotopic): 487.3298

AlogP: 5.42

#Rotatable Bonds: 9

Polar Surface Area: 77.16

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.82

CX LogD: 4.82

Aromatic Rings: ┄

Heavy Atoms: 35

QED Weighted: 0.20

Np Likeness Score: 1.36

References

1. Lagisetti C, Pourpak A, Goronga T, Jiang Q, Cui X, Hyle J, Lahti JM, Morris SW, Webb TR..  (2009)  Synthetic mRNA splicing modulator compounds with in vivo antitumor activity.,  52  (22): [PMID:19877647] [10.1021/jm901215m]

2. Lagisetti C, Palacios G, Goronga T, Freeman B, Caufield W, Webb TR..  (2013)  Optimization of antitumor modulators of pre-mRNA splicing.,  56  (24): [PMID:24325474] [10.1021/jm401370h]

Source

Source(1):

• Scientific Literature