mayamycin

ID: ALA1173035

Chembl Id: CHEMBL1173035

PubChem CID: 49799274

Max Phase: Preclinical

Molecular Formula: C27H27NO7

Molecular Weight: 477.51

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Mayamycin | CHEMBL1173035

Canonical SMILES:  CN[C@@H]1C[C@H](c2c(O)c3c(c4c(O)cc(C)cc24)C(=O)c2cccc(O)c2C3=O)O[C@H](C)[C@@H]1CO

Standard InChI:  InChI=1S/C27H27NO7/c1-11-7-14-20(18(31)8-11)23-24(26(33)21-13(25(23)32)5-4-6-17(21)30)27(34)22(14)19-9-16(28-3)15(10-29)12(2)35-19/h4-8,12,15-16,19,28-31,34H,9-10H2,1-3H3/t12-,15+,16-,19-/m1/s1

Standard InChI Key:  AQNPJKKYGQVMOS-BMHLXIAXSA-N

Alternative Forms

1. Parent:

   

   ALA1173035

   MAYAMYCIN

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: 477.51

Molecular Weight (Monoisotopic): 477.1788

AlogP: 3.09

#Rotatable Bonds: 3

Polar Surface Area: 136.32

Molecular Species: BASE

HBA: 8

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.37

CX Basic pKa: 9.74

CX LogP: 2.86

CX LogD: 2.81

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.30

Np Likeness Score: 1.78

References

1. Schneemann I, Kajahn I, Ohlendorf B, Zinecker H, Erhard A, Nagel K, Wiese J, Imhoff JF..  (2010)  Mayamycin, a cytotoxic polyketide from a Streptomyces strain isolated from the marine sponge Halichondria panicea.,  73  (7): [PMID:20545334] [10.1021/np100135b]

Source

Source(1):

• Scientific Literature