ID: ALA233025

Max Phase: Preclinical

Molecular Formula: C46H69N11O11S

Molecular Weight: 984.19

Molecule Type: Small molecule

Representations

Synonyms (1): KNI-10161
Synonyms from Alternative Forms(1):

Canonical SMILES:  CSCC[C@H](NC(=O)[C@@H](NC(=O)[C@@H]1CCCN1C(=O)[C@@H](O)[C@H](Cc1ccccc1)NC(=O)[C@@H](NC(=O)[C@H](CCC(N)=O)NC(=O)[C@@H]1CCCN1)C(C)C)C(C)C)C(=O)N[C@@H](Cc1cnc[nH]1)C(=O)O

Standard InChI:  InChI=1S/C46H69N11O11S/c1-25(2)36(55-41(62)30(15-16-35(47)58)51-39(60)29-13-9-18-49-29)44(65)53-32(21-27-11-7-6-8-12-27)38(59)45(66)57-19-10-14-34(57)42(63)56-37(26(3)4)43(64)52-31(17-20-69-5)40(61)54-33(46(67)68)22-28-23-48-24-50-28/h6-8,11-12,23-26,29-34,36-38,49,59H,9-10,13-22H2,1-5H3,(H2,47,58)(H,48,50)(H,51,60)(H,52,64)(H,53,65)(H,54,61)(H,55,62)(H,56,63)(H,67,68)/t29-,30-,31-,32-,33-,34-,36-,37-,38-/m0/s1

Standard InChI Key:  VJXOFNUAQFCRFQ-QTCJXMFWSA-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: 984.19

Molecular Weight (Monoisotopic): 983.4899

AlogP: -1.38

#Rotatable Bonds: 27

Polar Surface Area: 336.24

Molecular Species: ZWITTERION

HBA: 13

HBD: 11

#RO5 Violations: 3

HBA (Lipinski): 22

HBD (Lipinski): 12

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.58

CX Basic pKa: 9.50

CX LogP: -4.53

CX LogD: -4.57

Aromatic Rings: 2

Heavy Atoms: 69

QED Weighted: 0.05

Np Likeness Score: -0.10

References

1. Kimura T, Nguyen JT, Maegawa H, Nishiyama K, Arii Y, Matsui Y, Hayashi Y, Kiso Y..  (2007)  Chipping at large, potent human T-cell leukemia virus type 1 protease inhibitors to uncover smaller, equipotent inhibitors.,  17  (12): [PMID:17448657] [10.1016/j.bmcl.2007.04.019]

2. Nguyen JT, Zhang M, Kumada HO, Itami A, Nishiyama K, Kimura T, Cheng M, Hayashi Y, Kiso Y..  (2008)  Truncation and non-natural amino acid substitution studies on HTLV-I protease hexapeptidic inhibitors.,  18  (1): [PMID:18006315] [10.1016/j.bmcl.2007.10.066]

3. Zhang M, Nguyen JT, Kumada HO, Kimura T, Cheng M, Hayashi Y, Kiso Y..  (2008)  Locking the two ends of tetrapeptidic HTLV-I protease inhibitors inside the enzyme.,  16  (14): [PMID:18558491] [10.1016/j.bmc.2008.05.052]

4. Zhang M, Nguyen JT, Kumada HO, Kimura T, Cheng M, Hayashi Y, Kiso Y..  (2008)  Synthesis and activity of tetrapeptidic HTLV-I protease inhibitors possessing different P3-cap moieties.,  16  (10): [PMID:18400502] [10.1016/j.bmc.2008.03.055]

Source

Source(1):

• Scientific Literature