ID: ALA517614

Max Phase: Preclinical

Molecular Formula: C20H28O5

Molecular Weight: 348.44

Molecule Type: Small molecule

Representations

Canonical SMILES:  C=C1C(=O)[C@]23[C@H](O)C[C@@H]4C(C)(C)CCC[C@]45CO[C@](O)(C[C@@H]1[C@H]2O)[C@@H]53

Standard InChI:  InChI=1S/C20H28O5/c1-10-11-8-19(24)16-18(9-25-19)6-4-5-17(2,3)12(18)7-13(21)20(16,14(10)22)15(11)23/h11-13,15-16,21,23-24H,1,4-9H2,2-3H3/t11-,12+,13+,15+,16+,18-,19+,20+/m0/s1

Standard InChI Key:  NDYPVJHBSKUXPP-VWIBHASISA-N

Molecule Features

Natural Product: Yes

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: 348.44

Molecular Weight (Monoisotopic): 348.1937

AlogP: 1.40

#Rotatable Bonds: 0

Polar Surface Area: 86.99

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 11.76

CX Basic pKa:

CX LogP: 1.12

CX LogD: 1.12

Aromatic Rings: 0

Heavy Atoms: 25

QED Weighted: 0.58

Np Likeness Score: 3.75

References

1. Zhang H, Fan Z, Tan GT, Chai HB, Pezzuto JM, Sun H, Fong HH..  (2002)  Pseudoirroratin A, a new cytotoxic ent-kaurene diterpene from Isodon pseudo-irrorata.,  65  (2): [PMID:11858760] [10.1021/np010420h]

2. Guo L, Tsang SW, Zhang TX, Liu KL, Guan YF, Wang B, Sun HD, Zhang HJ, Wong MS..  (2017)  Efficient Semisynthesis of (-)-Pseudoirroratin A from (-)-Flexicaulin A and Assessment of Their Antitumor Activities.,  8  (3): [PMID:28337333] [10.1021/acsmedchemlett.7b00033]

Source

Source(1):

• Scientific Literature