Macrocidin A

ID: ALA2287505

Chembl Id: CHEMBL2287505

PubChem CID: 54703608

Max Phase: Preclinical

Molecular Formula: C20H23NO5

Molecular Weight: 357.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H]1CCC[C@H]2O[C@@H]2COc2ccc(cc2)C[C@H]2NC(=O)/C(=C/1O)C2=O

Standard InChI:  InChI=1S/C20H23NO5/c1-11-3-2-4-15-16(26-15)10-25-13-7-5-12(6-8-13)9-14-19(23)17(18(11)22)20(24)21-14/h5-8,11,14-16,22H,2-4,9-10H2,1H3,(H,21,24)/b18-17-/t11-,14+,15+,16+/m0/s1

Standard InChI Key:  MMJLIEREEJXFMU-YECRGUBPSA-N

Alternative Forms

1. Parent:

   

   ALA2287505

   MACROCIDIN A

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: 357.41

Molecular Weight (Monoisotopic): 357.1576

AlogP: 2.07

#Rotatable Bonds: 0

Polar Surface Area: 88.16

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 5.97

CX Basic pKa:

CX LogP: 2.32

CX LogD: 0.88

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.55

Np Likeness Score: 1.93

References

1. Zhao H, Cui Z, Gu Y, Liu Y, Wang Q..  (2011)  The phytotoxicity of natural tetramic acid derivatives.,  67  (9): [PMID:21656897] [10.1002/ps.2210]

Source

Source(1):

• Scientific Literature