((1R,4S,7R,10S,13S,14R,15E,17E,19R,21S)-4-((S)-sec-Butyl)-10-(2-hydroxypropan-2-yl)-19-methoxy-1,3,14,18-tetramethyl-2,5,8,11-tetraoxo-13-phenyl-12,22-dioxa-3,6,9-triazabicyclo[19.1.0]docosa-15,17-dien-7-yl)methyl7-(diethylamino)-2-oxo-2H-chromene-3-carboxylate

ID: ALA5267244

Max Phase: Preclinical

Molecular Formula: C50H66N4O12

Molecular Weight: 915.09

Names and Identifiers

Canonical SMILES:  CC[C@H](C)[C@H]1C(=O)N[C@H](COC(=O)c2cc3ccc(N(CC)CC)cc3oc2=O)C(=O)N[C@@H](C(C)(C)O)C(=O)O[C@H](c2ccccc2)[C@H](C)/C=C/C=C(\C)[C@H](OC)C[C@@H]2O[C@@]2(C)C(=O)N1C

Standard InChI:  InChI=1S/C50H66N4O12/c1-12-29(4)40-44(56)51-36(28-63-45(57)35-25-33-23-24-34(54(13-2)14-3)26-38(33)64-46(35)58)43(55)52-42(49(7,8)61)47(59)65-41(32-21-16-15-17-22-32)31(6)20-18-19-30(5)37(62-11)27-39-50(9,66-39)48(60)53(40)10/h15-26,29,31,36-37,39-42,61H,12-14,27-28H2,1-11H3,(H,51,56)(H,52,55)/b20-18+,30-19+/t29-,31+,36+,37+,39-,40-,41-,42+,50+/m0/s1

Standard InChI Key:  CABTZTKZULUQKX-GVCWASAISA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5267244

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 915.09

Molecular Weight (Monoisotopic): 914.4677

AlogP: 5.41

#Rotatable Bonds: 11

Polar Surface Area: 206.55

Molecular Species: NEUTRAL

HBA: 13

HBD: 3

#RO5 Violations: 3

HBA (Lipinski): 16

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.44

CX Basic pKa: 4.13

CX LogP: 5.56

CX LogD: 5.56

Aromatic Rings: 3

Heavy Atoms: 66

QED Weighted: 0.13

Np Likeness Score: 1.08

References

1. Zhang H, Tian Y, Yuan X, Xie F, Yu S, Cai J, Sun B, Shan C, Zhang W..  (2023)  Site-directed late-stage diversification of macrocyclic nannocystins facilitating anticancer SAR and mode of action studies.,  14  (2.0): [PMID:36846368] [10.1039/d2md00393g]

Source

Source(1):

• Scientific Literature