Podaxisterol D

ID: ALA5173384

Chembl Id: CHEMBL5173384

PubChem CID: 168271523

Max Phase: Preclinical

Molecular Formula: C29H42N2O7

Molecular Weight: 530.66

Names and Identifiers

Canonical SMILES:  CC(C(=O)O)[C@@H](C)/C=C/[C@@H](C)[C@H]1[C@@H](O)[C@@H](O)[C@@H]2[C@]1(CO)CC[C@H]1[C@]23C=C[C@]2(C[C@@H](O)CC[C@]12C)N(C#N)O3

Standard InChI:  InChI=1S/C29H42N2O7/c1-16(18(3)25(36)37)5-6-17(2)21-22(34)23(35)24-27(21,14-32)10-8-20-26(4)9-7-19(33)13-28(26)11-12-29(20,24)38-31(28)15-30/h5-6,11-12,16-24,32-35H,7-10,13-14H2,1-4H3,(H,36,37)/b6-5+/t16-,17+,18?,19-,20+,21-,22+,23+,24+,26+,27-,28+,29+/m0/s1

Standard InChI Key:  FWEAUOWPMYPJAB-VXIBDYOGSA-N

Alternative Forms

1. Parent:

   

   ALA5173384

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 530.66

Molecular Weight (Monoisotopic): 530.2992

AlogP: 2.22

#Rotatable Bonds: 6

Polar Surface Area: 154.48

Molecular Species: ACID

HBA: 8

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.33

CX Basic pKa: ┄

CX LogP: 1.14

CX LogD: -1.81

Aromatic Rings: ┄

Heavy Atoms: 38

QED Weighted: 0.26

Np Likeness Score: 2.27

References

1. Guo H, Daniel JM, Seibel E, Burkhardt I, Conlon BH, Görls H, Vassão DG, Dickschat JS, Poulsen M, Beemelmanns C..  (2022)  Insights into the Metabolomic Capacity of Podaxis and Isolation of Podaxisterols A-D, Ergosterol Derivatives Carrying Nitrosyl Cyanide-Derived Modifications.,  85  (9.0): [PMID:36040034] [10.1021/acs.jnatprod.2c00380]

Source

Source(1):

• Scientific Literature