ID: ALA2253152

Max Phase: Preclinical

Molecular Formula: C29H37NO4

Molecular Weight: 463.62

Molecule Type: Small molecule

Representations

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

Standard InChI:  InChI=1S/C29H37NO4/c1-18-9-7-13-22(31)15-16-25(32)29-23(14-8-10-18)27(33)20(3)19(2)26(29)24(30-28(29)34)17-21-11-5-4-6-12-21/h4-6,8,11-12,14-16,18-19,22-24,26-27,31,33H,3,7,9-10,13,17H2,1-2H3,(H,30,34)/b14-8+,16-15+/t18-,19-,22-,23+,24+,26+,27-,29-/m1/s1

Standard InChI Key:  GPCJCBIEJCXNKC-TYHYBEHESA-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: 463.62

Molecular Weight (Monoisotopic): 463.2723

AlogP: 3.77

#Rotatable Bonds: 2

Polar Surface Area: 86.63

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.94

CX Basic pKa:

CX LogP: 4.31

CX LogD: 4.31

Aromatic Rings: 1

Heavy Atoms: 34

QED Weighted: 0.46

Np Likeness Score: 2.58

References

1. Cimmino A, Andolfi A, Berestetskiy A, Evidente A..  (2008)  Production of phytotoxins by Phoma exigua var. exigua, a potential mycoherbicide against perennial thistles.,  56  (15): [PMID:18598037] [10.1021/jf8004178]

2. 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