ID: ALA141781

Max Phase: Preclinical

Molecular Formula: C15H20N4O3

Molecular Weight: 304.35

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1cc(C(C)c2cnc(N)nc2N)cc(OC)c1OC

Standard InChI:  InChI=1S/C15H20N4O3/c1-8(10-7-18-15(17)19-14(10)16)9-5-11(20-2)13(22-4)12(6-9)21-3/h5-8H,1-4H3,(H4,16,17,18,19)

Standard InChI Key:  XTYBLHRJSJHVJV-UHFFFAOYSA-N

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

Properties

Molecular Weight: 304.35

Molecular Weight (Monoisotopic): 304.1535

AlogP: 1.82

#Rotatable Bonds: 5

Polar Surface Area: 105.51

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 7.11

CX LogP: 1.57

CX LogD: 1.40

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.87

Np Likeness Score: 0.00

References

1. Dunn WJ, Hopfinger AJ, Catana C, Duraiswami C..  (1996)  Solution of the conformation and alignment tensors for the binding of trimethoprim and its analogs to dihydrofolate reductase: 3D-quantitative structure-activity relationship study using molecular shape analysis, 3-way partial least-squares regression, and 3-way factor analysis.,  39  (24): [PMID:8941396] [10.1021/jm960491r]

2. Dunn WJ, Hopfinger AJ, Catana C, Duraiswami C..  (1996)  Solution of the conformation and alignment tensors for the binding of trimethoprim and its analogs to dihydrofolate reductase: 3D-quantitative structure-activity relationship study using molecular shape analysis, 3-way partial least-squares regression, and 3-way factor analysis.,  39  (24): [PMID:8941396] [10.1021/jm960491r]

3. Hopfinger AJ..  (1981)  Inhibition of dihydrofolate reductase: structure-activity correlations of 2,4-diamino-5-benzylpyrimidines based upon molecular shape analysis.,  24  (7): [PMID:7277386] [10.1021/jm00139a010]

4. Hopfinger AJ..  (1981)  Inhibition of dihydrofolate reductase: structure-activity correlations of 2,4-diamino-5-benzylpyrimidines based upon molecular shape analysis.,  24  (7): [PMID:7277386] [10.1021/jm00139a010]

5. Popov VM, Chan DC, Fillingham YA, Atom Yee W, Wright DL, Anderson AC..  (2006)  Analysis of complexes of inhibitors with Cryptosporidium hominis DHFR leads to a new trimethoprim derivative.,  16  (16): [PMID:16750361] [10.1016/j.bmcl.2006.05.047]

Source

Source(1):

• Scientific Literature