(8S)-5-Fluoro-4´,9,9´-trihydroxy-6´-methoxy-3-[(1E,3E)-penta-1,3-dienyl]-6,7-dihydrospiro[cyclopenta[g]isoquinoline-8,2´-cyclopenta[b]naphtalene]-1,1´-3´,5´,8´(2H)-pentone

ID: ALA383218

Chembl Id: CHEMBL383218

PubChem CID: 135921842

Max Phase: Preclinical

Molecular Formula: C30H20FNO9

Molecular Weight: 557.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C/C=C/C=C/c1cc2c(F)c3c(c(O)c2c(O)n1)[C@@]1(CC3)C(=O)c2c(O)c3c(c(O)c2C1=O)C(=O)C(OC)=CC3=O

Standard InChI:  InChI=1S/C30H20FNO9/c1-3-4-5-6-11-9-13-16(29(40)32-11)26(37)21-12(22(13)31)7-8-30(21)27(38)19-20(28(30)39)25(36)18-17(24(19)35)14(33)10-15(41-2)23(18)34/h3-6,9-10,35-37H,7-8H2,1-2H3,(H,32,40)/b4-3+,6-5+/t30-/m0/s1

Standard InChI Key:  AWVCTSCMDRIBAM-MHSJTTIKSA-N

Alternative Forms

1. Parent:

   

   ALA383218

   ---

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

Calculated Properties

Molecular Weight: 557.49

Molecular Weight (Monoisotopic): 557.1122

AlogP: 3.96

#Rotatable Bonds: 3

Polar Surface Area: 171.32

Molecular Species: NEUTRAL

HBA: 10

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 6.60

CX Basic pKa: 1.02

CX LogP: 6.38

CX LogD: 5.21

Aromatic Rings: 3

Heavy Atoms: 41

QED Weighted: 0.21

Np Likeness Score: 1.26

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]

Source

Source(1):

• Scientific Literature