(S)-2-amino-3-(4-(5-(4-((7-(3-hydroxypropylthio)-4-isobutyl-2-methyl-1-oxo-1H-pyrrolo[3,4-d]pyridazin-6(2H)-yl)methyl)naphthalen-1-yl)pent-4-ynyloxy)phenyl)propanoic acid

ID: ALA3818150

PubChem CID: 127053099

Max Phase: Preclinical

Molecular Formula: C39H44N4O5S

Molecular Weight: 680.87

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)Cc1nn(C)c(=O)c2c(SCCCO)n(Cc3ccc(C#CCCCOc4ccc(C[C@H](N)C(=O)O)cc4)c4ccccc34)cc12

Standard InChI:  InChI=1S/C39H44N4O5S/c1-26(2)22-35-33-25-43(38(49-21-9-19-44)36(33)37(45)42(3)41-35)24-29-16-15-28(31-11-6-7-12-32(29)31)10-5-4-8-20-48-30-17-13-27(14-18-30)23-34(40)39(46)47/h6-7,11-18,25-26,34,44H,4,8-9,19-24,40H2,1-3H3,(H,46,47)/t34-/m0/s1

Standard InChI Key:  LBYOYODWKQFCFL-UMSFTDKQSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3818150

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 680.87

Molecular Weight (Monoisotopic): 680.3032

AlogP: 5.77

#Rotatable Bonds: 15

Polar Surface Area: 132.60

Molecular Species: ZWITTERION

HBA: 9

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 1.93

CX Basic pKa: 9.47

CX LogP: 4.11

CX LogD: 4.10

Aromatic Rings: 5

Heavy Atoms: 49

QED Weighted: 0.07

Np Likeness Score: -0.38

References

1. Nair RN, Mishra JK, Li F, Tortosa M, Yang C, Doherty JR, Cameron M, Cleveland JL, Roush WR, Bannister TD..  (2016)  Exploiting the co-reliance of tumours upon transport of amino acids and lactate: Gln and Tyr conjugates of MCT1 inhibitors.,  7  (5): [PMID:27347360] [10.1039/c5md00579e]

2. Wang Y, Qin L, Chen W, Chen Q, Sun J, Wang G..  (2021)  Novel strategies to improve tumour therapy by targeting the proteins MCT1, MCT4 and LAT1.,  226  [PMID:34517305] [10.1016/j.ejmech.2021.113806]

3. Murray, Clare M CM and 26 more authors.  2005-12  Monocarboxylate transporter MCT1 is a target for immunosuppression.  [PMID:16370372]

4. Wang, Hui H and 5 more authors.  2014-09-11  Synthesis and structure-activity relationships of pteridine dione and trione monocarboxylate transporter 1 inhibitors.  [PMID:25068893]

5. Nair, Reji N and 9 more authors.  2016-05-01  Exploiting the co-reliance of tumours upon transport of amino acids and lactate: Gln and Tyr conjugates of MCT1 inhibitors.  [PMID:27347360]

Source

Source(1):

• Scientific Literature