ID: ALA1242745

Max Phase: Preclinical

Molecular Formula: C30H50O8

Molecular Weight: 538.72

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC[C@H](O)[C@@H](C)[C@H]1O[C@@H]1C[C@H](C)/C=C/C=C(\C)[C@H]1OC(=O)C[C@H](O)CC[C@@](C)(O)[C@@H](OC(C)=O)CC[C@@H]1C

Standard InChI:  InChI=1S/C30H50O8/c1-8-24(33)21(5)29-25(37-29)16-18(2)10-9-11-19(3)28-20(4)12-13-26(36-22(6)31)30(7,35)15-14-23(32)17-27(34)38-28/h9-11,18,20-21,23-26,28-29,32-33,35H,8,12-17H2,1-7H3/b10-9+,19-11+/t18-,20+,21-,23-,24+,25-,26+,28-,29-,30-/m1/s1

Standard InChI Key:  DPHYBDPQSYADQH-YUPCCALRSA-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: 538.72

Molecular Weight (Monoisotopic): 538.3506

AlogP: 4.25

#Rotatable Bonds: 9

Polar Surface Area: 125.82

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.93

CX Basic pKa:

CX LogP: 3.72

CX LogD: 3.72

Aromatic Rings: 0

Heavy Atoms: 38

QED Weighted: 0.23

Np Likeness Score: 2.60

References

1. Lagisetti C, Pourpak A, Jiang Q, Cui X, Goronga T, Morris SW, Webb TR..  (2008)  Antitumor compounds based on a natural product consensus pharmacophore.,  51  (19): [PMID:18788726] [10.1021/jm8006195]

2. Kotake Y, Sagane K, Owa T, Mimori-Kiyosue Y, Shimizu H, Uesugi M, Ishihama Y, Iwata M, Mizui Y..  (2007)  Splicing factor SF3b as a target of the antitumor natural product pladienolide.,  3  (9): [PMID:17643112] [10.1038/nchembio.2007.16]

3. Villa R, Kashyap MK, Kumar D, Kipps TJ, Castro JE, La Clair JJ, Burkart MD..  (2013)  Stabilized cyclopropane analogs of the splicing inhibitor FD-895.,  56  (17): [PMID:23919277] [10.1021/jm400861t]

Source

Source(1):

• Scientific Literature