(4E,6Z,8S,9S,10E,12S,13R,14S,16R)-19-(((but-3-yn-1-yl)piperidin-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: ALA4777808

PubChem CID: 162643973

Max Phase: Preclinical

Molecular Formula: C37H52N4O8

Molecular Weight: 680.84

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C#CCCN1CCC(NC2=C3C[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(=CC2=O)C3=O)CC1

Standard InChI:  InChI=1S/C37H52N4O8/c1-8-9-15-41-16-13-26(14-17-41)39-32-27-18-22(2)19-31(48-7)33(43)24(4)20-25(5)35(49-37(38)46)30(47-6)12-10-11-23(3)36(45)40-28(34(27)44)21-29(32)42/h1,10-12,20-22,24,26,30-31,33,35,39,43H,9,13-19H2,2-7H3,(H2,38,46)(H,40,45)/b12-10-,23-11+,25-20+/t22-,24+,30+,31+,33-,35+/m1/s1

Standard InChI Key:  WGKIKYFSLYDSHO-JBUWZVAHSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4777808

   ---

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: 680.84

Molecular Weight (Monoisotopic): 680.3785

AlogP: 2.84

#Rotatable Bonds: 7

Polar Surface Area: 169.52

Molecular Species: NEUTRAL

HBA: 10

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.78

CX Basic pKa: 7.61

CX LogP: 2.38

CX LogD: 1.96

Aromatic Rings: ┄

Heavy Atoms: 49

QED Weighted: 0.18

Np Likeness Score: 1.67

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