(4E,6Z,8S,9S,10E,12S,13R,14S,16R)-13-hydroxy-8,14-dimethoxy-19-((2-(2-(2-methoxyethoxy)ethoxy)ethyl)amino)-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: ALA4776995

PubChem CID: 162642870

Max Phase: Preclinical

Molecular Formula: C35H53N3O11

Molecular Weight: 691.82

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COCCOCCOCCNC1=C2C[C@@H](C)C[C@H](OC)[C@H](O)[C@@H](C)/C=C(\C)[C@H](OC(N)=O)[C@@H](OC)/C=C\C=C(/C)C(=O)NC(=CC1=O)C2=O

Standard InChI:  InChI=1S/C35H53N3O11/c1-21-17-25-30(37-11-12-47-15-16-48-14-13-44-5)27(39)20-26(32(25)41)38-34(42)22(2)9-8-10-28(45-6)33(49-35(36)43)24(4)19-23(3)31(40)29(18-21)46-7/h8-10,19-21,23,28-29,31,33,37,40H,11-18H2,1-7H3,(H2,36,43)(H,38,42)/b10-8-,22-9+,24-19+/t21-,23+,28+,29+,31-,33+/m1/s1

Standard InChI Key:  CLEROOQKZZNPCB-OHNMWDNLSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4776995

   ---

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: 691.82

Molecular Weight (Monoisotopic): 691.3680

AlogP: 2.03

#Rotatable Bonds: 13

Polar Surface Area: 193.97

Molecular Species: NEUTRAL

HBA: 12

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.78

CX Basic pKa: ┄

CX LogP: 1.69

CX LogD: 1.69

Aromatic Rings: ┄

Heavy Atoms: 49

QED Weighted: 0.12

Np Likeness Score: 1.85

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