NPASS drugs

Drug Information

Drug ID:	NPD2180
Drug Name:	TRH; Protirelin
Molecular Formula:	C16H22N6O4
Canonical SMILES:	OC(=N)[C@@H]1CCCN1C(=O)[C@H](Cc1cnc[nH]1)N=C([C@@H]1CCC(=N1)O)O
Standard InCHI:	InChI=1S/C16H22N6O4/c17-14(24)12-2-1-5-22(12)16(26)11(6-9-7-18-8-19-9)21-15(25)10-3-4-13(23)20-10/h7-8,10-12H,1-6H2,(H2,17,24)(H,18,19)(H,20,23)(H,21,25)/t10-,11-,12-/m0/s1
Standard InCHIKey:	XNSAINXGIQZQOO-SRVKXCTJSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD2180

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	236
0.1-0.2	22759
0.2-0.3	3820
0.3-0.4	2374
0.4-0.5	1305
0.5-0.6	340
0.6-0.7	39
0.7-0.8	8
0.8-0.85	5
0.85-0.9	3
0.9-0.95	0
0.95-1	1

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
High Similarity	1.0	NPC60537
High Similarity	0.8767	NPC327477
High Similarity	0.8681	NPC286696
High Similarity	0.8552	NPC185903
Intermediate Similarity	0.8472	NPC237812
Intermediate Similarity	0.8472	NPC18223
Intermediate Similarity	0.8231	NPC210947
Intermediate Similarity	0.8125	NPC235501
Intermediate Similarity	0.8082	NPC126634
Intermediate Similarity	0.7847	NPC180462
Intermediate Similarity	0.7755	NPC25465
Intermediate Similarity	0.7667	NPC470140
Intermediate Similarity	0.7635	NPC470138
Intermediate Similarity	0.7632	NPC470139
Intermediate Similarity	0.75	NPC174020
Intermediate Similarity	0.7254	NPC327613
Intermediate Similarity	0.7114	NPC15566
Remote Similarity	0.699	NPC238945
Remote Similarity	0.6902	NPC201900
Remote Similarity	0.6902	NPC313504
Remote Similarity	0.6761	NPC155498
Remote Similarity	0.6758	NPC477118
Remote Similarity	0.6738	NPC111132
Remote Similarity	0.6721	NPC477120
Remote Similarity	0.6704	NPC477119
Remote Similarity	0.6667	NPC210123
Remote Similarity	0.6625	NPC470141
Remote Similarity	0.6618	NPC69843
Remote Similarity	0.6602	NPC323244
Remote Similarity	0.6579	NPC470142
Remote Similarity	0.6566	NPC54981
Remote Similarity	0.6524	NPC315642
Remote Similarity	0.6524	NPC74306
Remote Similarity	0.6506	NPC197068
Remote Similarity	0.6476	NPC328924
Remote Similarity	0.6414	NPC71238
Remote Similarity	0.6364	NPC187191
Remote Similarity	0.6364	NPC326248
Remote Similarity	0.6359	NPC314281
Remote Similarity	0.6359	NPC40530
Remote Similarity	0.6337	NPC282247
Remote Similarity	0.625	NPC476524
Remote Similarity	0.6238	NPC477417
Remote Similarity	0.6238	NPC477419
Remote Similarity	0.6236	NPC472790
Remote Similarity	0.6207	NPC273327
Remote Similarity	0.6185	NPC321052
Remote Similarity	0.6181	NPC473376
Remote Similarity	0.6127	NPC9639
Remote Similarity	0.6092	NPC473646
Remote Similarity	0.6078	NPC320968
Remote Similarity	0.6036	NPC8590
Remote Similarity	0.6021	NPC476527
Remote Similarity	0.601	NPC476525
Remote Similarity	0.6	NPC282531
Remote Similarity	0.6	NPC262926
Remote Similarity	0.5977	NPC326694
Remote Similarity	0.5964	NPC61198
Remote Similarity	0.5964	NPC320818
Remote Similarity	0.5953	NPC156003
Remote Similarity	0.5951	NPC243319
Remote Similarity	0.5947	NPC270834
Remote Similarity	0.5946	NPC54214
Remote Similarity	0.5942	NPC54744
Remote Similarity	0.5909	NPC207633
Remote Similarity	0.5907	NPC17059
Remote Similarity	0.5905	NPC469717
Remote Similarity	0.5885	NPC177996
Remote Similarity	0.5885	NPC147983
Remote Similarity	0.5879	NPC171317
Remote Similarity	0.5876	NPC213629
Remote Similarity	0.5844	NPC41958
Remote Similarity	0.5829	NPC475286
Remote Similarity	0.5829	NPC174281
Remote Similarity	0.5806	NPC313547
Remote Similarity	0.5804	NPC295452
Remote Similarity	0.5804	NPC171393
Remote Similarity	0.5801	NPC124276
Remote Similarity	0.5796	NPC278549
Remote Similarity	0.5789	NPC186619
Remote Similarity	0.5783	NPC324009
Remote Similarity	0.578	NPC317746
Remote Similarity	0.5779	NPC329765
Remote Similarity	0.5779	NPC48117
Remote Similarity	0.5779	NPC476526
Remote Similarity	0.5778	NPC239737
Remote Similarity	0.5771	NPC293917
Remote Similarity	0.5771	NPC136957
Remote Similarity	0.5771	NPC19696
Remote Similarity	0.5753	NPC290959
Remote Similarity	0.5749	NPC319221
Remote Similarity	0.5747	NPC232408
Remote Similarity	0.5747	NPC64705
Remote Similarity	0.5727	NPC477420
Remote Similarity	0.5727	NPC477418
Remote Similarity	0.5723	NPC252603
Remote Similarity	0.5723	NPC318590
Remote Similarity	0.5723	NPC211820
Remote Similarity	0.5723	NPC251233
Remote Similarity	0.5706	NPC30326
Remote Similarity	0.5702	NPC477634
Remote Similarity	0.5693	NPC100321
Remote Similarity	0.569	NPC177169
Remote Similarity	0.569	NPC89147
Remote Similarity	0.569	NPC274384
Remote Similarity	0.5678	NPC476414
Remote Similarity	0.567	NPC469814
Remote Similarity	0.5663	NPC313514
Remote Similarity	0.5652	NPC54420
Remote Similarity	0.565	NPC46811
Remote Similarity	0.5644	NPC180493
Remote Similarity	0.5638	NPC293163
Remote Similarity	0.5637	NPC9635
Remote Similarity	0.5628	NPC476413
Remote Similarity	0.5612	NPC111566
Remote Similarity	0.5612	NPC63571
Remote Similarity	0.5607	NPC475736
Remote Similarity	0.5607	NPC235866
Remote Similarity	0.56	NPC21448
Remote Similarity	0.56	NPC156461
Remote Similarity	0.56	NPC107374

Drug Structure

NPD2180 OpenBabel08211701392D 31 33 0 0 1 0 0 0 0 0999 V2000 4.5007 1.6766 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0885 0.8676 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5388 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5497 1.3676 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0181 -0.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9886 -1.8958 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7862 -2.9785 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1226 -1.3958 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.8271 0.1865 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.5007 0.0586 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.9511 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8097 -0.8925 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 1.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7406 -0.2202 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1406 -1.6356 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7807 -2.8739 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.3795 -2.0649 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7226 1.1810 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.5497 0.3676 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.2601 -1.2601 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.7879 -1.1004 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7045 2.5823 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.8452 -1.2147 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.4496 -2.5867 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.5987 -1.8570 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.2382 -1.4680 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0969 -2.0515 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.2091 2.9890 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 5 1 0 0 0 0 2 12 1 0 0 0 0 3 4 1 0 0 0 0 3 10 1 0 0 0 0 4 13 1 0 0 0 0 5 22 1 0 0 0 0 6 9 1 0 0 0 0 7 9 2 0 0 0 0 7 18 1 0 0 0 0 8 18 2 0 0 0 0 8 19 1 0 0 0 0 9 19 1 0 0 0 0 10 15 1 1 0 0 0 10 20 1 0 0 0 0 11 6 1 6 0 0 0 11 16 1 0 0 0 0 11 21 1 0 0 0 0 12 14 1 1 0 0 0 12 22 1 0 0 0 0 13 20 2 0 0 0 0 13 23 1 0 0 0 0 14 17 2 0 0 0 0 14 24 1 0 0 0 0 15 21 2 3 0 0 0 15 25 1 0 0 0 0 16 22 1 0 0 0 0 16 26 2 0 0 0 0 17 27 1 0 0 0 0 19 28 1 0 0 0 0 23 29 1 0 0 0 0 24 30 1 0 0 0 0 25 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB09421
ChEMBL	CHEMBL1472
IUPHAR/BPS	2139
PharmaGKB
KEGG Drug	D00176
PubChem CID
ChEBI	35940
CAS Number	24305-27-9

Drug Properties

Molecular Weight	362.17
ALogP	-2.3333
MLogP	2.12
XLogP	-0.75
HDA	10
HBD	5
Rotatable Bonds	10
TPSA	158.25
RO5 Violation	0