ID: ALA117348

Max Phase: Phase

Molecular Formula: C20H23N7O6

Molecular Weight: 457.45

Molecule Type: Small molecule

Representations

Synonyms (2): 5,10-methylenetetrafolate | Folitixorin
Synonyms from Alternative Forms(2):

Canonical SMILES:  Nc1nc(=O)c2c([nH]1)NCC1CN(c3ccc(C(=O)N[C@@H](CCC(=O)O)C(=O)O)cc3)CN21

Standard InChI:  InChI=1S/C20H23N7O6/c21-20-24-16-15(18(31)25-20)27-9-26(8-12(27)7-22-16)11-3-1-10(2-4-11)17(30)23-13(19(32)33)5-6-14(28)29/h1-4,12-13H,5-9H2,(H,23,30)(H,28,29)(H,32,33)(H4,21,22,24,25,31)/t12?,13-/m0/s1

Standard InChI Key:  QYNUQALWYRSVHF-ABLWVSNPSA-N

Molecule Features

Natural Product: Yes

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

Properties

Molecular Weight: 457.45

Molecular Weight (Monoisotopic): 457.1710

AlogP: -0.52

#Rotatable Bonds: 7

Polar Surface Area: 193.98

Molecular Species: ACID

HBA: 9

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.24

CX Basic pKa: 5.29

CX LogP: -2.17

CX LogD: -7.13

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.31

Np Likeness Score: -0.06

References

1. Erlanson DA, McDowell RS, O'Brien T..  (2004)  Fragment-based drug discovery.,  47  (14): [PMID:15214773] [10.1021/jm040031v]

2. Kusuhara H, Han YH, Shimoda M, Kokue E, Suzuki H, Sugiyama Y..  (1998)  Reduced folate derivatives are endogenous substrates for cMOAT in rats.,  275  (1): [PMID:9756510] [10.1152/ajpgi.1998.275.4.g789]

3. Kisliuk RL, Strumpf D, Gaumont Y, Leary RP, Plante L..  (1977)  Diastereoisomers of 5,10-methylene-5,6,7,8-tetrahydropteroyl-D-glutamic acid.,  20  (11): [PMID:410932] [10.1021/jm00221a038]

4. Kisliuk RL, Strumpf D, Gaumont Y, Leary RP, Plante L..  (1977)  Diastereoisomers of 5,10-methylene-5,6,7,8-tetrahydropteroyl-D-glutamic acid.,  20  (11): [PMID:410932] [10.1021/jm00221a038]

5. Kisliuk RL, Strumpf D, Gaumont Y, Leary RP, Plante L..  (1977)  Diastereoisomers of 5,10-methylene-5,6,7,8-tetrahydropteroyl-D-glutamic acid.,  20  (11): [PMID:410932] [10.1021/jm00221a038]

Source

Source(2):

• Scientific Literature
• TP-search Transporter Database