(2S,5S,8S,17R,20S,23S,26S,29S,32S,35S,38S,41S,44S)-2-((1H-indol-3-yl)methyl)-44-((3S,9S,12S,15S,18R,24S)-1-((S)-1-((S)-2-((S)-2-((S)-2-amino-5-guanidinopentanamido)propanamido)propanoyl)pyrrolidin-2-yl)-12,24-bis(3-guanidinopropyl)-3-(4-hydroxybenzyl)-15-isobutyl-9-isopropyl-18-(mercaptomethyl)-1,4,7,10,13,16,19,22-octaoxo-2,5,8,11,14,17,20,23-octaazapentacosanamido)-23,41-dibenzyl-26,38-di-sec-butyl-5,35-bis(3-guanidinopropyl)-20-((R)-1-hydroxyethyl)-8-(hydroxymethyl)-29-isopropyl-17-(mercaptomethyl)-32-methyl-4,7,10,13,16,19,22,25,28,31,34,37,40,43-tetradecaoxo-3,6,9,12,15,18,21,24,27,30,33,36,39,42-tetradecaazaheptatetracontane-1,47-dioic acid

ID: ALA4539255

Chembl Id: CHEMBL4539255

PubChem CID: 16214672

Max Phase: Preclinical

Molecular Formula: C136H213N43O33S2

Molecular Weight: 3042.60

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC[C@H](C)[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CCCNC(=N)N)NC(=O)CNC(=O)[C@H](CS)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@@H](NC(=O)CNC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@@H]1CCCN1C(=O)[C@H](C)NC(=O)[C@H](C)NC(=O)[C@@H](N)CCCNC(=N)N)C(C)C)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](C)C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@H](C(=O)N[C@@H](CS)C(=O)NCC(=O)NCC(=O)N[C@@H](CO)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)O)[C@@H](C)O)[C@@H](C)CC)C(C)C

Standard InChI:  InChI=1S/C136H213N43O33S2/c1-15-71(9)106(127(207)166-86(39-27-51-150-134(142)143)115(195)159-74(12)110(190)175-105(70(7)8)126(206)177-107(72(10)16-2)128(208)170-93(57-78-33-21-18-22-34-78)122(202)178-108(76(14)181)129(209)173-97(67-214)114(194)155-61-99(183)154-62-100(184)162-95(65-180)123(203)163-87(40-28-52-151-135(144)145)118(198)171-94(131(211)212)59-80-60-153-84-37-24-23-35-82(80)84)176-121(201)92(56-77-31-19-17-20-32-77)168-119(199)89(47-48-103(187)188)164-116(196)85(38-26-50-149-133(140)141)161-101(185)63-157-113(193)96(66-213)172-120(200)90(55-68(3)4)167-117(197)88(41-29-53-152-136(146)147)165-125(205)104(69(5)6)174-102(186)64-156-112(192)91(58-79-43-45-81(182)46-44-79)169-124(204)98-42-30-54-179(98)130(210)75(13)160-109(189)73(11)158-111(191)83(137)36-25-49-148-132(138)139/h17-24,31-35,37,43-46,60,68-76,83,85-98,104-108,153,180-182,213-214H,15-16,25-30,36,38-42,47-59,61-67,137H2,1-14H3,(H,154,183)(H,155,194)(H,156,192)(H,157,193)(H,158,191)(H,159,195)(H,160,189)(H,161,185)(H,162,184)(H,163,203)(H,164,196)(H,165,205)(H,166,207)(H,167,197)(H,168,199)(H,169,204)(H,170,208)(H,171,198)(H,172,200)(H,173,209)(H,174,186)(H,175,190)(H,176,201)(H,177,206)(H,178,202)(H,187,188)(H,211,212)(H4,138,139,148)(H4,140,141,149)(H4,142,143,150)(H4,144,145,151)(H4,146,147,152)/t71-,72-,73-,74-,75-,76+,83-,85-,86-,87-,88-,89-,90-,91-,92-,93-,94-,95-,96-,97-,98-,104-,105-,106-,107-,108-/m0/s1

Standard InChI Key:  OGNPHIXMBSOLHD-LAGNKGSJSA-N

Alternative Forms

1. Parent:

   

   ALA4539255

   H-Arg-Ala-Ala-Pro-Tyr-Gly-Val-Arg-Leu-Cys-Gly-Arg-Glu-Phe-Ile-Arg-Ala-Val-Ile-Phe-Thr-Cys-Gly-Gly-Ser-Arg-Trp-OH

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: 3042.60

Molecular Weight (Monoisotopic): 3040.5752

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#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

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Np Likeness Score: ┄

References

1. Hojo K, Hossain MA, Tailhades J, Shabanpoor F, Wong LL, Ong-Pålsson EE, Kastman HE, Ma S, Gundlach AL, Rosengren KJ, Wade JD, Bathgate RA..  (2016)  Development of a Single-Chain Peptide Agonist of the Relaxin-3 Receptor Using Hydrocarbon Stapling.,  59  (16): [PMID:27464307] [10.1021/acs.jmedchem.6b00265]

Source

Source(1):

• Scientific Literature