Macrocidin B

ID: ALA2287504

Chembl Id: CHEMBL2287504

PubChem CID: 54693454

Max Phase: Preclinical

Molecular Formula: C20H23NO6

Molecular Weight: 373.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@H]1/C(O)=C2/C(=O)N[C@H](Cc3ccc(cc3)OC[C@H]3O[C@@H]3CCC1O)C2=O

Standard InChI:  InChI=1S/C20H23NO6/c1-10-14(22)6-7-15-16(27-15)9-26-12-4-2-11(3-5-12)8-13-19(24)17(18(10)23)20(25)21-13/h2-5,10,13-16,22-23H,6-9H2,1H3,(H,21,25)/b18-17-/t10-,13+,14?,15+,16+/m0/s1

Standard InChI Key:  VTJGYKOVEXOBKN-HSPYVXRJSA-N

Alternative Forms

1. Parent:

   

   ALA2287504

   MACROCIDIN B

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: 373.41

Molecular Weight (Monoisotopic): 373.1525

AlogP: 1.05

#Rotatable Bonds: 0

Polar Surface Area: 108.39

Molecular Species: ACID

HBA: 6

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 5.46

CX Basic pKa:

CX LogP: 0.98

CX LogD: -0.96

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.46

Np Likeness Score: 2.29

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