hPTH(1-36) analogue

ID: ALA439458

Chembl Id: CHEMBL439458

PubChem CID: 44270511

Max Phase: Preclinical

Molecular Formula: C190H306FN57O50S2

Molecular Weight: 4272.02

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@H](C)[C@H](NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CO)NC(=O)[C@@H](/C=C(\F)[C@H](C)N)C(C)C)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCSC)C(=O)N[C@@H](Cc1c[nH]cn1)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CC(C)C)C(=O)NCC(=O)N[C@@H](CCCCN)C(=O)N[C@@H](Cc1c[nH]cn1)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CO)C(=O)N[C@@H](CCSC)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CCCN=C(N)N)C(=O)N[C@H](C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCN=C(N)N)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CC(=O)O)C(=O)N[C@H](C(=O)N[C@@H](Cc1c[nH]cn1)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@H](C(=O)N[C@@H](C)C(N)=O)C(C)C)C(C)C)C(C)C

Standard InChI:  InChI=1S/C190H306FN57O50S2/c1-25-101(20)154(248-169(279)122(52-57-149(261)262)224-183(293)139(87-249)243-156(266)110(97(12)13)77-111(191)102(21)195)188(298)228-119(49-54-142(197)252)164(274)231-127(69-94(6)7)172(282)225-124(59-66-300-24)167(277)237-133(75-107-84-207-90-214-107)176(286)239-135(78-143(198)253)178(288)229-125(67-92(2)3)157(267)212-86-146(256)217-113(43-31-34-60-192)158(268)236-132(74-106-83-206-89-213-106)175(285)233-129(71-96(10)11)173(283)238-137(80-145(200)255)180(290)244-140(88-250)184(294)226-123(58-65-299-23)166(276)222-120(50-55-147(257)258)162(272)220-117(47-38-64-210-190(204)205)168(278)245-152(99(16)17)186(296)227-121(51-56-148(259)260)165(275)235-131(73-105-82-211-112-42-30-29-41-109(105)112)174(284)232-128(70-95(8)9)170(280)221-116(46-37-63-209-189(202)203)160(270)218-114(44-32-35-61-193)159(269)219-115(45-33-36-62-194)161(271)230-126(68-93(4)5)171(281)223-118(48-53-141(196)251)163(273)241-138(81-150(263)264)182(292)247-153(100(18)19)187(297)242-134(76-108-85-208-91-215-108)177(287)240-136(79-144(199)254)179(289)234-130(72-104-39-27-26-28-40-104)181(291)246-151(98(14)15)185(295)216-103(22)155(201)265/h26-30,39-42,77,82-85,89-103,110,113-140,151-154,211,249-250H,25,31-38,43-76,78-81,86-88,192-195H2,1-24H3,(H2,196,251)(H2,197,252)(H2,198,253)(H2,199,254)(H2,200,255)(H2,201,265)(H,206,213)(H,207,214)(H,208,215)(H,212,267)(H,216,295)(H,217,256)(H,218,270)(H,219,269)(H,220,272)(H,221,280)(H,222,276)(H,223,281)(H,224,293)(H,225,282)(H,226,294)(H,227,296)(H,228,298)(H,229,288)(H,230,271)(H,231,274)(H,232,284)(H,233,285)(H,234,289)(H,235,275)(H,236,268)(H,237,277)(H,238,283)(H,239,286)(H,240,287)(H,241,273)(H,242,297)(H,243,266)(H,244,290)(H,245,278)(H,246,291)(H,247,292)(H,248,279)(H,257,258)(H,259,260)(H,261,262)(H,263,264)(H4,202,203,209)(H4,204,205,210)/b111-77-/t101-,102-,103-,110-,113-,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-,151-,152-,153-,154-/m0/s1

Standard InChI Key:  XWCLVNKLLTWVBX-BUZWNAHUSA-N

Alternative Forms

1. Parent:

   

   ALA439458

   ---

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

Calculated Properties

Molecular Weight: 4272.02

Molecular Weight (Monoisotopic): 4269.2580

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. Waelchli R, Gamse R, Bauer W, Lier E, Feyen JH.  (1996)  Dipeptide mimetics can substitute for the receptor activation domain resulting in highly potent analogues of hPTH(136),  6  (10): [10.1016/0960-894X(96)00188-6]

2. Meanwell NA..  (2018)  Fluorine and Fluorinated Motifs in the Design and Application of Bioisosteres for Drug Design.,  61  (14): [PMID:29400967] [10.1021/acs.jmedchem.7b01788]

Source

Source(1):

• Scientific Literature