(4E,6Z,8S,9S,10E,12S,13R,14S,16R)-19-((2-fluorobenzyl)amino)-13-hydroxy-8,14-dimethoxy-4,10,12,16-tetramethyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1(21),4,6,10,18-pentaen-9-yl carbamate

ID: ALA4795680

PubChem CID: 162673096

Max Phase: Preclinical

Molecular Formula: C35H44FN3O8

Molecular Weight: 653.75

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CO[C@H]1/C=C\C=C(/C)C(=O)NC2=CC(=O)C(NCc3ccccc3F)=C(C[C@@H](C)C[C@H](OC)[C@H](O)[C@@H](C)/C=C(\C)[C@@H]1OC(N)=O)C2=O

Standard InChI:  InChI=1S/C35H44FN3O8/c1-19-14-24-30(38-18-23-11-7-8-12-25(23)36)27(40)17-26(32(24)42)39-34(43)20(2)10-9-13-28(45-5)33(47-35(37)44)22(4)16-21(3)31(41)29(15-19)46-6/h7-13,16-17,19,21,28-29,31,33,38,41H,14-15,18H2,1-6H3,(H2,37,44)(H,39,43)/b13-9-,20-10+,22-16+/t19-,21+,28+,29+,31-,33+/m1/s1

Standard InChI Key:  CFCPSPSXDXPSNF-TVYXGFEUSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4795680

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 653.75

Molecular Weight (Monoisotopic): 653.3112

AlogP: 3.69

#Rotatable Bonds: 6

Polar Surface Area: 166.28

Molecular Species: NEUTRAL

HBA: 9

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.78

CX Basic pKa: ┄

CX LogP: 3.70

CX LogD: 3.70

Aromatic Rings: 1

Heavy Atoms: 47

QED Weighted: 0.26

Np Likeness Score: 1.78

References

1. Skrzypczak N,Pyta K,Ruszkowski P,Gdaniec M,Bartl F,Przybylski P.  (2020)  Synthesis, structure and anticancer activity of new geldanamycin amine analogs containing C(17)- or C(20)- flexible and rigid arms as well as closed or open ansa-bridges.,  202  [PMID:32663707] [10.1016/j.ejmech.2020.112624]

Source

Source(1):

• Scientific Literature