ID: ALA480487

Max Phase: Preclinical

Molecular Formula: C27H38O4

Molecular Weight: 426.60

Molecule Type: Small molecule

Representations

Canonical SMILES:  C=C1CC[C@H]2[C@]3(C)C[C@@H](C=C(C)C)O[C@H]3CC[C@]2(C)[C@@H]1Cc1c(O)c(C)c(C)oc1=O

Standard InChI:  InChI=1S/C27H38O4/c1-15(2)12-19-14-27(7)22-9-8-16(3)21(26(22,6)11-10-23(27)31-19)13-20-24(28)17(4)18(5)30-25(20)29/h12,19,21-23,28H,3,8-11,13-14H2,1-2,4-7H3/t19-,21-,22-,23+,26-,27+/m1/s1

Standard InChI Key:  SXNPXUJAUIINIU-JTLRLOPKSA-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: 426.60

Molecular Weight (Monoisotopic): 426.2770

AlogP: 6.02

#Rotatable Bonds: 3

Polar Surface Area: 59.67

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.66

CX Basic pKa:

CX LogP: 5.42

CX LogD: 5.23

Aromatic Rings: 1

Heavy Atoms: 31

QED Weighted: 0.60

Np Likeness Score: 2.61

References

1. Strobel G, Daisy B, Castillo U, Harper J..  (2004)  Natural products from endophytic microorganisms.,  67  (2): [PMID:14987067] [10.1021/np030397v]

2. Lin R, Kim H, Hong J, Li QJ..  (2014)  Biological evaluation of subglutinol a as a novel immunosuppressive agent for inflammation intervention.,  5  (5): [PMID:24900866] [10.1021/ml4004809]

3. Cimmino A, Mathieu V, Masi M, Baroncelli R, Boari A, Pescitelli G, Ferderin M, Lisy R, Evidente M, Tuzi A, Zonno MC, Kornienko A, Kiss R, Evidente A..  (2016)  Higginsianins A and B, Two Diterpenoid α-Pyrones Produced by Colletotrichum higginsianum, with in Vitro Cytostatic Activity.,  79  (1): [PMID:26697898] [10.1021/acs.jnatprod.5b00779]

4. Park H, Christian LS, Kim MJ, Li QJ, Hong J..  (2020)  Synthesis and Biological Evaluation of Subglutinol Analogs for Immunomodulatory Agents.,  63  (1): [PMID:31793781] [10.1021/acs.jmedchem.9b01579]

Source

Source(1):

• Scientific Literature