ID: ALA525223

Max Phase: Preclinical

Molecular Formula: C133H209N37O40S6

Molecular Weight: 3158.76

Molecule Type: Protein

Representations

Synonyms (1): Cycloviolacin O2
Synonyms from Alternative Forms(1):

Canonical SMILES:  CC[C@H](C)[C@@H]1NC(=O)[C@H](C)NC(=O)[C@H](CO)NC(=O)[C@H](CO)NC(=O)[C@H]([C@@H](C)CC)NC(=O)[C@@H]2CSSC[C@@H]3NC(=O)[C@H](C(C)C)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CO)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CSSC[C@H](NC(=O)[C@H](CO)NC(=O)[C@H](CCC(=O)O)NC(=O)CN)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](Cc4c[nH]c5ccccc45)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N4CCC[C@H]4C(=O)N2)NC(=O)[C@H](CO)NC(=O)[C@H](CSSC[C@@H](C(=O)O)NC(=O)[C@@H]2CCCN2C(=O)[C@H]([C@@H](C)CC)NC(=O)CNC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](Cc2ccc(O)cc2)NC3=O)NC(=O)CNC1=O

Standard InChI:  InChI=1S/C133H209N37O40S6/c1-14-65(9)102-126(203)143-50-97(179)146-87-57-211-216-62-92(132(209)210)162-125(202)94-33-26-43-169(94)130(207)104(67(11)16-3)163-98(180)51-142-107(184)81(47-95(137)177)151-108(185)77(31-24-42-140-133(138)139)147-112(189)79(45-70-34-36-72(176)37-35-70)150-121(198)89-59-213-215-61-91(123(200)167-103(66(10)15-2)129(206)157-86(56-175)116(193)155-82(52-171)114(191)144-69(13)106(183)166-102)160-124(201)93-32-25-44-170(93)131(208)105(68(12)17-4)168-113(190)80(46-71-49-141-74-28-19-18-27-73(71)74)152-127(204)100(63(5)6)165-122(199)90(159-117(194)84(54-173)154-110(187)78(38-39-99(181)182)145-96(178)48-136)60-214-212-58-88(158-118(195)85(55-174)156-119(87)196)120(197)149-75(29-20-22-40-134)109(186)153-83(53-172)115(192)148-76(30-21-23-41-135)111(188)164-101(64(7)8)128(205)161-89/h18-19,27-28,34-37,49,63-69,75-94,100-105,141,171-176H,14-17,20-26,29-33,38-48,50-62,134-136H2,1-13H3,(H2,137,177)(H,142,184)(H,143,203)(H,144,191)(H,145,178)(H,146,179)(H,147,189)(H,148,192)(H,149,197)(H,150,198)(H,151,185)(H,152,204)(H,153,186)(H,154,187)(H,155,193)(H,156,196)(H,157,206)(H,158,195)(H,159,194)(H,160,201)(H,161,205)(H,162,202)(H,163,180)(H,164,188)(H,165,199)(H,166,183)(H,167,200)(H,168,190)(H,181,182)(H,209,210)(H4,138,139,140)/t65-,66-,67-,68-,69-,75-,76-,77-,78-,79-,80-,81-,82-,83-,84-,85-,86-,87-,88-,89-,90-,91-,92-,93-,94-,100-,101-,102-,103-,104-,105-/m0/s1

Standard InChI Key:  LPRLNBIIZMVTNT-CGJDGIRVSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Protein

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 3158.76

Molecular Weight (Monoisotopic): 3156.3782

AlogP:

#Rotatable Bonds:

Polar Surface Area:

Molecular Species:

HBA:

HBD:

#RO5 Violations:

HBA (Lipinski):

HBD (Lipinski):

#RO5 Violations (Lipinski):

CX Acidic pKa:

CX Basic pKa:

CX LogP:

CX LogD:

Aromatic Rings:

Heavy Atoms:

QED Weighted:

Np Likeness Score:

References

1. Svangård E, Göransson U, Hocaoglu Z, Gullbo J, Larsson R, Claeson P, Bohlin L..  (2004)  Cytotoxic cyclotides from Viola tricolor.,  67  (2): [PMID:14987049] [10.1021/np030101l]

2. Ireland DC, Clark RJ, Daly NL, Craik DJ..  (2010)  Isolation, sequencing, and structure-activity relationships of cyclotides.,  73  (9): [PMID:20718473] [10.1021/np1000413]

Source

Source(1):

• Scientific Literature