(S)-4-((R)-1-Carboxy-ethylcarbamoyl)-2-{4-[(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-benzoylamino}-butyric acid TFA

ID: ALA170975

PubChem CID: 135515262

Max Phase: Preclinical

Molecular Formula: C30H30F3N5O9

Molecular Weight: 547.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C#CCN(Cc1ccc2nc(C)nc(O)c2c1)c1ccc(C(=O)N[C@@H](CCC(=O)N[C@H](C)C(=O)O)C(=O)O)cc1.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C28H29N5O7.C2HF3O2/c1-4-13-33(15-18-5-10-22-21(14-18)26(36)31-17(3)30-22)20-8-6-19(7-9-20)25(35)32-23(28(39)40)11-12-24(34)29-16(2)27(37)38;3-2(4,5)1(6)7/h1,5-10,14,16,23H,11-13,15H2,2-3H3,(H,29,34)(H,32,35)(H,37,38)(H,39,40)(H,30,31,36);(H,6,7)/t16-,23+;/m1./s1

Standard InChI Key:  WUVGYWHYLYAAPX-LJTXTEAOSA-N

Molfile:  

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M  END

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: 547.57

Molecular Weight (Monoisotopic): 547.2067

AlogP: 1.84

#Rotatable Bonds: 12

Polar Surface Area: 182.05

Molecular Species: ACID

HBA: 8

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.15

CX Basic pKa: 1.75

CX LogP: 2.41

CX LogD: -4.16

Aromatic Rings: 3

Heavy Atoms: 40

QED Weighted: 0.21

Np Likeness Score: -1.00

References

1. Bavetsias V, Jackman AL, Kimbell R, Gibson W, Boyle FT, Bisset GM..  (1996)  Quinazoline antifolate thymidylate synthase inhibitors: gamma-linked L-D, D-D, and D-L dipeptide analogues of 2-desamino-2-methyl-N10-propargyl-5,8-dideazafolic acid (ICI 198583).,  39  (1): [PMID:8568829] [10.1021/jm950471+]

Source

Source(1):

• Scientific Literature