ID: ALA256952

Max Phase: Preclinical

Molecular Formula: C30H21NO9

Molecular Weight: 539.50

Molecule Type: Small molecule

Representations

Canonical SMILES:  C/C=C/C=C/c1cc2cc3c(c(O)c2c(=O)[nH]1)[C@@]1(CC3)C(=O)c2c(O)c3c(c(O)c2C1=O)C(=O)C(OC)=CC3=O

Standard InChI:  InChI=1S/C30H21NO9/c1-3-4-5-6-14-10-13-9-12-7-8-30(22(12)26(36)17(13)29(39)31-14)27(37)20-21(28(30)38)25(35)19-18(24(20)34)15(32)11-16(40-2)23(19)33/h3-6,9-11,34-36H,7-8H2,1-2H3,(H,31,39)/b4-3+,6-5+/t30-/m0/s1

Standard InChI Key:  BZONSJUONOFNNP-MHSJTTIKSA-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: 539.50

Molecular Weight (Monoisotopic): 539.1216

AlogP: 3.41

#Rotatable Bonds: 3

Polar Surface Area: 171.06

Molecular Species: NEUTRAL

HBA: 9

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.03

CX Basic pKa:

CX LogP: 5.78

CX LogD: 5.14

Aromatic Rings: 3

Heavy Atoms: 40

QED Weighted: 0.22

Np Likeness Score: 1.87

References

1. Abel U, Simon W, Eckard P, Hansske FG..  (2006)  Design and semisynthesis of novel fredericamycin A derivatives with an improved antitumor profile.,  16  (12): [PMID:16621542] [10.1016/j.bmcl.2006.03.029]

2. Chen Y, Luo Y, Ju J, Wendt-Pienkowski E, Rajski SR, Shen B..  (2008)  Identification of fredericamycin E from Streptomyces griseus: Insights into fredericamycin A biosynthesis highlighting carbaspirocycle formation.,  71  (3): [PMID:18232659] [10.1021/np070664n]

Source

Source(1):

• Scientific Literature