(S)-2-(4-(3-(2,4-diaminofuro[2,3-d]pyrimidin-5-yl)propyl)thiophene-2-carboxamido)pentanedioic acid

ID: ALA3628345

Chembl Id: CHEMBL3628345

PubChem CID: 67092576

Max Phase: Preclinical

Molecular Formula: C19H21N5O6S

Molecular Weight: 447.47

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  Nc1nc(N)c2c(CCCc3csc(C(=O)N[C@@H](CCC(=O)O)C(=O)O)c3)coc2n1

Standard InChI:  InChI=1S/C19H21N5O6S/c20-15-14-10(7-30-17(14)24-19(21)23-15)3-1-2-9-6-12(31-8-9)16(27)22-11(18(28)29)4-5-13(25)26/h6-8,11H,1-5H2,(H,22,27)(H,25,26)(H,28,29)(H4,20,21,23,24)/t11-/m0/s1

Standard InChI Key:  TUFOXZXSKHTTLC-NSHDSACASA-N

Associated Targets(Human)

SLC19A1 Tchem Folate transporter 1 (134 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
R2 (178 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
FOLR1 Tclin Folate receptor alpha (184 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
FOLR2 Tchem Folate receptor beta (148 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLC46A1 Tchem Proton-coupled folate transporter (236 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KB (17409 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GART Tclin GAR transformylase (531 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 447.47Molecular Weight (Monoisotopic): 447.1213AlogP: 1.67#Rotatable Bonds: 10
Polar Surface Area: 194.66Molecular Species: ACIDHBA: 9HBD: 5
#RO5 Violations: HBA (Lipinski): 11HBD (Lipinski): 7#RO5 Violations (Lipinski): 2
CX Acidic pKa: 3.66CX Basic pKa: 5.35CX LogP: 0.14CX LogD: -4.34
Aromatic Rings: 3Heavy Atoms: 31QED Weighted: 0.30Np Likeness Score: -0.20

References

1. Wang L, Wallace A, Raghavan S, Deis SM, Wilson MR, Yang S, Polin L, White K, Kushner J, Orr S, George C, O'Connor C, Hou Z, Mitchell-Ryan S, Dann CE, Matherly LH, Gangjee A..  (2015)  6-Substituted Pyrrolo[2,3-d]pyrimidine Thienoyl Regioisomers as Targeted Antifolates for Folate Receptor α and the Proton-Coupled Folate Transporter in Human Tumors.,  58  (17): [PMID:26317331] [10.1021/acs.jmedchem.5b00801]

Source