ID: ALA497296

Max Phase: Preclinical

Molecular Formula: C25H36O4

Molecular Weight: 400.56

Molecule Type: Small molecule

Representations

Canonical SMILES:  C/C(=C\[C@H](O)[C@H](C)O)[C@H]1CC[C@H]2C3=CC(=O)[C@H]4CC(=CC[C@H](O)C4)[C@H]3CC[C@]12C

Standard InChI:  InChI=1S/C25H36O4/c1-14(10-23(28)15(2)26)21-6-7-22-20-13-24(29)17-11-16(4-5-18(27)12-17)19(20)8-9-25(21,22)3/h4,10,13,15,17-19,21-23,26-28H,5-9,11-12H2,1-3H3/b14-10+/t15-,17-,18-,19+,21+,22-,23-,25+/m0/s1

Standard InChI Key:  HDGOYEAHQQCXLC-NRSDQUKKSA-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: 400.56

Molecular Weight (Monoisotopic): 400.2614

AlogP: 3.71

#Rotatable Bonds: 3

Polar Surface Area: 77.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.73

CX Basic pKa:

CX LogP: 2.77

CX LogD: 2.77

Aromatic Rings: 0

Heavy Atoms: 29

QED Weighted: 0.63

Np Likeness Score: 3.15

References

1. Du L, Zhu T, Fang Y, Gu Q, Zhu W..  (2008)  Unusual C25 steroid isomers with bicyclo[4.4.1]A/B rings from a volcano ash-derived fungus Penicillium citrinum.,  71  (8): [PMID:18656987] [10.1021/np8000442]

2. He ZH, Xie CL, Wu T, Yue YT, Wang CF, Xu L, Xie MM, Zhang Y, Hao YJ, Xu R, Yang XW..  (2023)  Tetracyclic Steroids Bearing a Bicyclo[4.4.1] Ring System as Potent Antiosteoporosis Agents from the Deep-Sea-Derived Fungus Rhizopus sp. W23.,  86  (1.0): [PMID:36547402] [10.1021/acs.jnatprod.2c00866]

Source

Source(1):

• Scientific Literature