(E)-(1S,8S,11S,12R,13S,16R,20S,22S,23R,24S,26R)-11-[(E)-2-((1R,3R,4R)-3,4-Dihydroxy-cyclohexyl)-1-methyl-vinyl]-1,13-dihydroxy-22,24-dimethoxy-12,18,20,26-tetramethyl-16-propyl-10,27-dioxa-4-aza-tricyclo[21.3.1.04,8]heptacos-17-ene-3,9,15-trione

ID: ALA4876168

PubChem CID: 164628668

Max Phase: Preclinical

Molecular Formula: C42H69NO11

Molecular Weight: 764.01

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCC[C@@H]1/C=C(\C)C[C@H](C)C[C@H](OC)[C@H]2O[C@@](O)(CC(=O)N3CCC[C@H]3C(=O)O[C@H](/C(C)=C/[C@@H]3CC[C@@H](O)[C@H](O)C3)[C@H](C)[C@@H](O)CC1=O)[C@H](C)C[C@@H]2OC

Standard InChI:  InChI=1S/C42H69NO11/c1-9-11-30-17-24(2)16-25(3)18-36(51-7)40-37(52-8)20-27(5)42(50,54-40)23-38(48)43-15-10-12-31(43)41(49)53-39(28(6)33(45)22-34(30)46)26(4)19-29-13-14-32(44)35(47)21-29/h17,19,25,27-33,35-37,39-40,44-45,47,50H,9-16,18,20-23H2,1-8H3/b24-17+,26-19+/t25-,27+,28+,29-,30+,31-,32+,33-,35+,36-,37-,39+,40+,42-/m0/s1

Standard InChI Key:  YSKAKNSFUARKLB-JBKQWCHKSA-N

Molfile:  

 
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Alternative Forms

1. Parent:

   

   ALA4876168

   ---

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: 764.01

Molecular Weight (Monoisotopic): 763.4871

AlogP: 4.64

#Rotatable Bonds: 6

Polar Surface Area: 172.29

Molecular Species: NEUTRAL

HBA: 11

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.61

CX Basic pKa: ┄

CX LogP: 4.45

CX LogD: 4.45

Aromatic Rings: ┄

Heavy Atoms: 54

QED Weighted: 0.22

Np Likeness Score: 1.43

References

1. Jung JA, Lee HJ, Song MC, Hwangbo A, Beom JY, Lee SJ, Park DJ, Oh JH, Ha SJ, Cheong E, Yoon YJ..  (2021)  Biosynthesis of Nonimmunosuppressive ProlylFK506 Analogues with Neurite Outgrowth and Synaptogenic Activity.,  84  (2.0): [PMID:33534559] [10.1021/acs.jnatprod.0c00767]

Source

Source(1):

• Scientific Literature