(6S,9S,12S,15S,18S,21S,24S,27S,30S,33S,36S,39S,42S,45S,48S,51S,54S,57S,60S)-27-((1H-imidazol-5-yl)methyl)-1-amino-60-((2S)-2-((2S)-1-((6S,9S,12S)-1-((2S)-1-((2S)-4-amino-2-((2S)-2-((2S)-1-((2S)-6-amino-2-(2-((S)-1-((S)-2-amino-3-(4-hydroxyphenyl)propanoyl)pyrrolidine-2-carboxamido)-3,3-dimethylbutanamido)hexanoyl)pyrrolidine-2-carboxamido)-3-carboxypropanamido)-4-oxobutanoyl)pyrrolidin-2-yl)-6-(2-carboxyethyl)-9-(carboxymethyl)-12-methyl-1,4,7,10-tetraoxo-2,5,8,11-tetraazatridecane)pyrrolidine-2-carboxamido)propanamido)-18-(2-amino-2-oxoethyl)-6-((S)-2-((S)-1-((S)-1-amino-3-(4-hydroxyphenyl)-1-oxopropan-2-ylamino)-5-guanidino-1-oxopentan-2-ylcarbamoyl)pyrrolidine-1-carbonyl)-21-sec-butyl-57-(carboxymethyl)-30,48-bis(3-guanidinopropyl)-24,42,45-tris(4-hydroxybenzyl)-9-((R)-1-hydroxyethyl)-39-(hydroxymethyl)-1-imino-12,15,33-triisobutyl-36,51-dimethyl-54-(2-(methylthio)ethyl)-8,11,14,17,20,23,26,29,32,35,38,41,44,47,50,53,56,59-octadecaoxo-2,7,10,13,16,19,22,25,28,31,34,37,40,43,46,49,52,55,58-nonadecaazadohexacontane-62-carboxylic acid

ID: ALA3086660

Chembl Id: CHEMBL3086660

PubChem CID: 76331631

Max Phase: Preclinical

Molecular Formula: C192H290N54O55S

Molecular Weight: 4266.82

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC[C@H](C)[C@H](NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@H](Cc1cnc[nH]1)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](C)NC(=O)[C@H](CO)NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](C)NC(=O)[C@H](CCSC)NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](C)NC(=O)[C@@H]1CCCN1C(=O)[C@H](C)NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](CCC(=O)O)NC(=O)CNC(=O)[C@@H]1CCCN1C(=O)[C@H](CC(N)=O)NC(=O)[C@H](CC(=O)O)NC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCCN)NC(=O)C(NC(=O)[C@@H]1CCCN1C(=O)[C@@H](N)Cc1ccc(O)cc1)C(C)(C)C)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@H](C(=O)N[C@@H](CCCNC(=N)N)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](Cc1ccc(O)cc1)C(N)=O)[C@@H](C)O

Standard InChI:  InChI=1S/C192H290N54O55S/c1-18-97(8)150(180(294)236-131(85-142(195)254)169(283)227-125(77-95(4)5)165(279)228-126(78-96(6)7)172(286)240-151(102(13)248)181(295)223-122(34-24-69-210-191(204)205)186(300)245-73-28-37-139(245)177(291)222-117(33-23-68-209-190(202)203)158(272)225-123(153(197)267)80-104-42-52-110(250)53-43-104)239-173(287)129(83-107-48-58-113(253)59-49-107)231-168(282)130(84-108-90-206-93-212-108)232-160(274)116(32-22-67-208-189(200)201)220-164(278)124(76-94(2)3)226-156(270)99(10)214-174(288)136(92-247)238-167(281)128(82-106-46-56-112(252)57-47-106)230-166(280)127(81-105-44-54-111(251)55-45-105)229-159(273)115(31-21-66-207-188(198)199)218-154(268)98(9)213-157(271)120(64-75-302-17)221-170(284)133(88-148(263)264)234-162(276)119(61-63-146(259)260)219-155(269)100(11)215-176(290)138-36-26-70-242(138)183(297)101(12)216-163(277)132(87-147(261)262)233-161(275)118(60-62-145(257)258)217-144(256)91-211-175(289)137-35-25-72-244(137)187(301)135(86-143(196)255)237-171(285)134(89-149(265)266)235-178(292)140-38-29-74-246(140)185(299)121(30-19-20-65-193)224-182(296)152(192(14,15)16)241-179(293)141-39-27-71-243(141)184(298)114(194)79-103-40-50-109(249)51-41-103/h40-59,90,93-102,114-141,150-152,247-253H,18-39,60-89,91-92,193-194H2,1-17H3,(H2,195,254)(H2,196,255)(H2,197,267)(H,206,212)(H,211,289)(H,213,271)(H,214,288)(H,215,290)(H,216,277)(H,217,256)(H,218,268)(H,219,269)(H,220,278)(H,221,284)(H,222,291)(H,223,295)(H,224,296)(H,225,272)(H,226,270)(H,227,283)(H,228,279)(H,229,273)(H,230,280)(H,231,282)(H,232,274)(H,233,275)(H,234,276)(H,235,292)(H,236,294)(H,237,285)(H,238,281)(H,239,287)(H,240,286)(H,241,293)(H,257,258)(H,259,260)(H,261,262)(H,263,264)(H,265,266)(H4,198,199,207)(H4,200,201,208)(H4,202,203,209)(H4,204,205,210)/t97-,98-,99-,100-,101-,102+,114-,115-,116-,117-,118-,119-,120-,121-,122-,123-,124-,125-,126-,127-,128-,129-,130-,131-,132-,133-,134-,135-,136-,137-,138-,139-,140-,141-,150-,151-,152?/m0/s1

Standard InChI Key:  YWAKQNOYBHASNB-QYEWQHDOSA-N

Alternative Forms

1. Parent:

   

   ALA3086660

   H-Tyr-Pro-DL-Gly(tBu)-Lys-Pro-Asp-Asn-Pro-Gly-Glu-Asp-Ala-Pro-Ala-Glu-Asp-Met-Ala-Arg-Tyr-Tyr-Ser-Ala-Leu-Arg-His-Tyr-Ile-Asn-Leu-Leu-Thr-Arg-Pro-Arg-Tyr-NH2

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 4266.82

Molecular Weight (Monoisotopic): 4264.1276

AlogP: ┄

#Rotatable Bonds: ┄

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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. Heard KR, Wu W, Li Y, Zhao P, Woznica I, Lai JH, Beinborn M, Sanford DG, Dimare MT, Chiluwal AK, Peters DE, Whicher D, Sudmeier JL, Bachovchin WW..  (2013)  A general method for making peptide therapeutics resistant to serine protease degradation: application to dipeptidyl peptidase IV substrates.,  56  (21): [PMID:24044354] [10.1021/jm400423p]

Source

Source(1):

• Scientific Literature