(4E,6Z,8S,9S,10E,12S,13R,14S,16R)-13-hydroxy-19-((4-hydroxycyclohexyl)amino)-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-ylcarbamat

ID: ALA4794124

PubChem CID: 162673653

Max Phase: Preclinical

Molecular Formula: C34H49N3O9

Molecular Weight: 643.78

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CO[C@H]1/C=C\C=C(/C)C(=O)NC2=CC(=O)C(NC3CCC(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/C34H49N3O9/c1-18-14-24-29(36-22-10-12-23(38)13-11-22)26(39)17-25(31(24)41)37-33(42)19(2)8-7-9-27(44-5)32(46-34(35)43)21(4)16-20(3)30(40)28(15-18)45-6/h7-9,16-18,20,22-23,27-28,30,32,36,38,40H,10-15H2,1-6H3,(H2,35,43)(H,37,42)/b9-7-,19-8+,21-16+/t18-,20+,22?,23?,27+,28+,30-,32+/m1/s1

Standard InChI Key:  NXVPLORZKVVQMN-CFAHVTDHSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4794124

   ---

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: 643.78

Molecular Weight (Monoisotopic): 643.3469

AlogP: 2.66

#Rotatable Bonds: 5

Polar Surface Area: 186.51

Molecular Species: NEUTRAL

HBA: 10

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.77

CX Basic pKa: ┄

CX LogP: 2.25

CX LogD: 2.25

Aromatic Rings: ┄

Heavy Atoms: 46

QED Weighted: 0.22

Np Likeness Score: 2.13

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