19-Hydroxycytochalasin B

ID: ALA4848578

PubChem CID: 164611042

Max Phase: Preclinical

Molecular Formula: C29H37NO6

Molecular Weight: 495.62

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C1[C@@H](C)[C@H]2[C@H](Cc3ccccc3)NC(=O)[C@]23OC(=O)/C=C/[C@H](O)[C@H](O)CC[C@@H](C)C/C=C/[C@H]3[C@@H]1O

Standard InChI:  InChI=1S/C29H37NO6/c1-17-8-7-11-21-27(34)19(3)18(2)26-22(16-20-9-5-4-6-10-20)30-28(35)29(21,26)36-25(33)15-14-24(32)23(31)13-12-17/h4-7,9-11,14-15,17-18,21-24,26-27,31-32,34H,3,8,12-13,16H2,1-2H3,(H,30,35)/b11-7+,15-14+/t17-,18+,21-,22-,23+,24-,26-,27+,29+/m0/s1

Standard InChI Key:  FBVWDRPGQMSJGC-AAGUCFIISA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4848578

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 495.62

Molecular Weight (Monoisotopic): 495.2621

AlogP: 2.46

#Rotatable Bonds: 2

Polar Surface Area: 116.09

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.95

CX Basic pKa: ┄

CX LogP: 3.01

CX LogD: 3.01

Aromatic Rings: 1

Heavy Atoms: 36

QED Weighted: 0.37

Np Likeness Score: 2.76

References

1. Hu XY, Wang CY, Li XM, Yang SQ, Li X, Wang BG, Si SY, Meng LH..  (2021)  Cytochalasin Derivatives from the Endozoic Curvularia verruculosa CS-129, a Fungus Isolated from the Deep-Sea Squat Lobster Shinkaia crosnieri Living in the Cold Seep Environment.,  84  (12.0): [PMID:34846891] [10.1021/acs.jnatprod.1c00907]

Source

Source(1):

• Scientific Literature