phaeosphaeride A

ID: ALA3632630

Chembl Id: CHEMBL3632630

PubChem CID: 122195118

Max Phase: Preclinical

Molecular Formula: C15H23NO5

Molecular Weight: 297.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C1C2=C(C(=O)N1OC)[C@H](O)[C@@](C)(O)[C@H](CCCCC)O2

Standard InChI:  InChI=1S/C15H23NO5/c1-5-6-7-8-10-15(3,19)13(17)11-12(21-10)9(2)16(20-4)14(11)18/h10,13,17,19H,2,5-8H2,1,3-4H3/t10-,13-,15-/m0/s1

Standard InChI Key:  PQXBZFLVJGBOAD-XEGUGMAKSA-N

Alternative Forms

1. Parent:

   

   ALA3632630

   ---

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

Calculated Properties

Molecular Weight: 297.35

Molecular Weight (Monoisotopic): 297.1576

AlogP: 1.25

#Rotatable Bonds: 5

Polar Surface Area: 79.23

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.70

CX Basic pKa: ┄

CX LogP: 0.54

CX LogD: 0.54

Aromatic Rings: ┄

Heavy Atoms: 21

QED Weighted: 0.75

Np Likeness Score: 1.93

References

1. Abzianidze VV, Prokofieva DS, Chisty LA, Bolshakova KP, Berestetskiy AO, Panikorovskii TL, Bogachenkov AS, Holder AA..  (2015)  Synthesis of natural phaeosphaeride A derivatives and an in vitro evaluation of their anti-cancer potential.,  25  (23): [PMID:26508550] [10.1016/j.bmcl.2015.10.048]

2. Abzianidze VV, Zakharenkova SA, Moiseeva NI, Beltyukov PP, Polukeev VA, Dubrovskii YA, Kuznetsov VA, Trishin YG, Mejia JE, Holder AA..  (2019)  Towards lead compounds as anti-cancer agents via new phaeosphaeride A derivatives.,  29  (1): [PMID:30447888] [10.1016/j.bmcl.2018.11.003]

Source

Source(1):

• Scientific Literature