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

ID: ALA4777420

PubChem CID: 162643102

Max Phase: Preclinical

Molecular Formula: C36H48N4O10S

Molecular Weight: 728.86

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CO[C@H]1/C=C\C=C(/C)C(=O)NC2=CC(=O)C(NCc3ccc(CS(N)(=O)=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/C36H48N4O10S/c1-20-14-26-31(39-18-24-10-12-25(13-11-24)19-51(38,46)47)28(41)17-27(33(26)43)40-35(44)21(2)8-7-9-29(48-5)34(50-36(37)45)23(4)16-22(3)32(42)30(15-20)49-6/h7-13,16-17,20,22,29-30,32,34,39,42H,14-15,18-19H2,1-6H3,(H2,37,45)(H,40,44)(H2,38,46,47)/b9-7-,21-8+,23-16+/t20-,22+,29+,30+,32-,34+/m1/s1

Standard InChI Key:  BQRHZZRVKLDJPT-COPNASJUSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4777420

   ---

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: 728.86

Molecular Weight (Monoisotopic): 728.3091

AlogP: 2.34

#Rotatable Bonds: 8

Polar Surface Area: 226.44

Molecular Species: NEUTRAL

HBA: 11

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.03

CX Basic pKa: ┄

CX LogP: 1.93

CX LogD: 1.93

Aromatic Rings: 1

Heavy Atoms: 51

QED Weighted: 0.19

Np Likeness Score: 1.65

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