(4E,6Z,8S,9S,10E,12S,13R,14S,16R)-19-((1-acetylpiperidin-4-yl)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: ALA4795779

PubChem CID: 162674229

Max Phase: Preclinical

Molecular Formula: C35H50N4O9

Molecular Weight: 670.80

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CO[C@H]1/C=C\C=C(/C)C(=O)NC2=CC(=O)C(NC3CCN(C(C)=O)CC3)=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/C35H50N4O9/c1-19-15-25-30(37-24-11-13-39(14-12-24)23(5)40)27(41)18-26(32(25)43)38-34(44)20(2)9-8-10-28(46-6)33(48-35(36)45)22(4)17-21(3)31(42)29(16-19)47-7/h8-10,17-19,21,24,28-29,31,33,37,42H,11-16H2,1-7H3,(H2,36,45)(H,38,44)/b10-8-,20-9+,22-17+/t19-,21+,28+,29+,31-,33+/m1/s1

Standard InChI Key:  WYDFMOGWHOXTHB-CBKZOCRPSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4795779

   ---

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: 670.80

Molecular Weight (Monoisotopic): 670.3578

AlogP: 2.36

#Rotatable Bonds: 5

Polar Surface Area: 186.59

Molecular Species: NEUTRAL

HBA: 10

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.78

CX Basic pKa: ┄

CX LogP: 1.09

CX LogD: 1.09

Aromatic Rings: ┄

Heavy Atoms: 48

QED Weighted: 0.25

Np Likeness Score: 1.79

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