(2S,4R)-1-((S)-3,3-dimethyl-2-((2-(2-(2-(4-(((3-((4-methyl-2-oxo-7-(pyrimidin-2-yloxy)-2H-chromen-3-yl)methyl)phenyl)amino)methyl)-1H-1,2,3-triazol-1-yl)ethoxy)ethoxy)ethyl)amino)butanoyl)-4-hydroxy-N-((S)-1-(4-(4-methylthiazol-5-yl)phenyl)ethyl)pyrrolidine-2-carboxamide

ID: ALA5289964

Chembl Id: CHEMBL5289964

Max Phase: Preclinical

Molecular Formula: C53H62N10O8S

Molecular Weight: 999.21

Names and Identifiers

Canonical SMILES:  Cc1ncsc1-c1ccc([C@H](C)NC(=O)[C@@H]2C[C@@H](O)CN2C(=O)[C@@H](NCCOCCOCCn2cc(CNc3cccc(Cc4c(C)c5ccc(Oc6ncccn6)cc5oc4=O)c3)nn2)C(C)(C)C)cc1

Standard InChI:  InChI=1S/C53H62N10O8S/c1-33-43-16-15-42(70-52-55-17-8-18-56-52)28-46(43)71-51(67)44(33)26-36-9-7-10-39(25-36)57-29-40-30-62(61-60-40)20-22-69-24-23-68-21-19-54-48(53(4,5)6)50(66)63-31-41(64)27-45(63)49(65)59-34(2)37-11-13-38(14-12-37)47-35(3)58-32-72-47/h7-18,25,28,30,32,34,41,45,48,54,57,64H,19-24,26-27,29,31H2,1-6H3,(H,59,65)/t34-,41+,45-,48+/m0/s1

Standard InChI Key:  YGZQORFDWQVDSP-OXKPSKKCSA-N

Alternative Forms

1. Parent:

   

   ALA5289964

   ---

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: 999.21

Molecular Weight (Monoisotopic): 998.4473

AlogP: 6.79

#Rotatable Bonds: 22

Polar Surface Area: 220.98

Molecular Species: NEUTRAL

HBA: 17

HBD: 4

#RO5 Violations: 3

HBA (Lipinski): 18

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 13.70

CX Basic pKa: 8.30

CX LogP: 5.07

CX LogD: 4.12

Aromatic Rings: 7

Heavy Atoms: 72

QED Weighted: 0.04

Np Likeness Score: -0.98

References

1. Wang C, Wang H, Zheng C, Li B, Liu Z, Zhang L, Yuan L, Xu P..  (2023)  Discovery of Coumarin-Based MEK1/2 PROTAC Effective in Human Cancer Cells.,  14  (1.0): [PMID:36655129] [10.1021/acsmedchemlett.2c00446]

Source

Source(1):

• Scientific Literature