NPASS drugs

Drug Information

Drug ID:	NPD5492
Drug Name:	UP-275-22
Molecular Formula:	C23H22N8O
Canonical SMILES:	CCCCc1c(Cc2ccc(cc2)c2ccccc2c2n[nH]nn2)c(=O)nc2n1[nH]cn2
Standard InCHI:	InChI=1S/C23H22N8O/c1-2-3-8-20-19(22(32)26-23-24-14-25-31(20)23)13-15-9-11-16(12-10-15)17-6-4-5-7-18(17)21-27-29-30-28-21/h4-7,9-12,14H,2-3,8,13H2,1H3,(H,24,25,26,32)(H,27,28,29,30)
Standard InCHIKey:	VPDYFKUXUUPPMD-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5492

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	408
0.1-0.2	2398
0.2-0.3	10755
0.3-0.4	13131
0.4-0.5	3258
0.5-0.6	926
0.6-0.7	14
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

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
Remote Similarity	0.6564	NPC313722
Remote Similarity	0.6337	NPC2823
Remote Similarity	0.6316	NPC88110
Remote Similarity	0.6302	NPC21429
Remote Similarity	0.6235	NPC300299
Remote Similarity	0.6222	NPC295021
Remote Similarity	0.6092	NPC207554
Remote Similarity	0.6077	NPC117032
Remote Similarity	0.6062	NPC317031
Remote Similarity	0.6059	NPC207428
Remote Similarity	0.6045	NPC136002
Remote Similarity	0.6034	NPC83214
Remote Similarity	0.6033	NPC477887
Remote Similarity	0.6	NPC470205
Remote Similarity	0.599	NPC135601
Remote Similarity	0.599	NPC17273
Remote Similarity	0.599	NPC141612
Remote Similarity	0.5979	NPC16659
Remote Similarity	0.5966	NPC471574
Remote Similarity	0.5957	NPC71132
Remote Similarity	0.5947	NPC471943
Remote Similarity	0.5943	NPC6865
Remote Similarity	0.5943	NPC153980
Remote Similarity	0.5939	NPC99939
Remote Similarity	0.5939	NPC308931
Remote Similarity	0.593	NPC473666
Remote Similarity	0.5928	NPC265710
Remote Similarity	0.5897	NPC473498
Remote Similarity	0.5896	NPC72956
Remote Similarity	0.587	NPC200743
Remote Similarity	0.5864	NPC288232
Remote Similarity	0.5859	NPC133003
Remote Similarity	0.5857	NPC243850
Remote Similarity	0.5838	NPC117027
Remote Similarity	0.581	NPC471191
Remote Similarity	0.5806	NPC84317
Remote Similarity	0.5795	NPC284775
Remote Similarity	0.5795	NPC240088
Remote Similarity	0.5795	NPC473380
Remote Similarity	0.5794	NPC471194
Remote Similarity	0.5794	NPC471193
Remote Similarity	0.5787	NPC471192
Remote Similarity	0.5784	NPC281094
Remote Similarity	0.5779	NPC476341
Remote Similarity	0.5773	NPC317054
Remote Similarity	0.5769	NPC478186
Remote Similarity	0.5764	NPC272458
Remote Similarity	0.5763	NPC469560
Remote Similarity	0.576	NPC267811
Remote Similarity	0.5759	NPC49217
Remote Similarity	0.5754	NPC238499
Remote Similarity	0.5749	NPC106118
Remote Similarity	0.5743	NPC324091
Remote Similarity	0.5737	NPC478182
Remote Similarity	0.5737	NPC478184
Remote Similarity	0.5722	NPC161861
Remote Similarity	0.5714	NPC476460
Remote Similarity	0.5706	NPC52764
Remote Similarity	0.5692	NPC469529
Remote Similarity	0.569	NPC40364
Remote Similarity	0.5686	NPC47190
Remote Similarity	0.5685	NPC11126
Remote Similarity	0.5684	NPC194881
Remote Similarity	0.5681	NPC116555
Remote Similarity	0.5663	NPC475607
Remote Similarity	0.5661	NPC154478
Remote Similarity	0.5657	NPC91179
Remote Similarity	0.5654	NPC271797
Remote Similarity	0.5654	NPC21174
Remote Similarity	0.565	NPC228835
Remote Similarity	0.565	NPC467063
Remote Similarity	0.565	NPC477003
Remote Similarity	0.5648	NPC473218
Remote Similarity	0.5648	NPC470702
Remote Similarity	0.5645	NPC469975
Remote Similarity	0.5642	NPC62995
Remote Similarity	0.564	NPC317701
Remote Similarity	0.5635	NPC277157
Remote Similarity	0.5635	NPC474081
Remote Similarity	0.5634	NPC471155
Remote Similarity	0.5631	NPC157828
Remote Similarity	0.5631	NPC195239
Remote Similarity	0.5628	NPC324445
Remote Similarity	0.5628	NPC204141
Remote Similarity	0.5622	NPC470703
Remote Similarity	0.5619	NPC300183
Remote Similarity	0.5614	NPC474926
Remote Similarity	0.5612	NPC475594
Remote Similarity	0.5612	NPC293216
Remote Similarity	0.5608	NPC76982
Remote Similarity	0.5607	NPC270241
Remote Similarity	0.5606	NPC474041
Remote Similarity	0.5606	NPC475761
Remote Similarity	0.5604	NPC11445

Drug Structure

NPD5492 OpenBabel08211708292D 34 38 0 0 0 0 0 0 0 0999 V2000 -2.9641 5.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9641 4.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8301 4.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 4.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 4.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3660 4.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8301 3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9641 2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0981 1.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0981 3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2321 1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8301 1.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7646 4.1215 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9641 1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2321 2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3660 3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6962 1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6962 2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5622 1.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4282 2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1713 3.2080 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.7701 4.0170 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.4282 1.5388 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.3090 0.9511 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 0.9511 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 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 -5.5622 3.0388 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.5622 0.0388 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1010 4.7601 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5878 -0.8090 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 3 1 0 0 0 0 3 8 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 17 2 0 0 0 0 7 18 2 0 0 0 0 8 20 1 0 0 0 0 9 11 1 0 0 0 0 9 15 2 0 0 0 0 10 12 2 0 0 0 0 10 15 1 0 0 0 0 11 16 2 0 0 0 0 12 16 1 0 0 0 0 13 15 1 0 0 0 0 13 19 1 0 0 0 0 14 24 2 0 0 0 0 14 25 1 0 0 0 0 16 17 1 0 0 0 0 17 18 1 0 0 0 0 18 21 1 0 0 0 0 19 20 2 0 0 0 0 19 22 1 0 0 0 0 20 31 1 0 0 0 0 21 27 2 0 0 0 0 21 28 1 0 0 0 0 22 26 1 0 0 0 0 22 32 2 0 0 0 0 23 24 1 0 0 0 0 23 26 2 0 0 0 0 23 31 1 0 0 0 0 25 31 1 0 0 0 0 25 33 1 0 0 0 0 27 29 1 0 0 0 0 28 30 2 0 0 0 0 29 30 1 0 0 0 0 29 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004014
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	426.19
ALogP	-2.3275
MLogP	3
XLogP	6.861
HDA	9
HBD	2
Rotatable Bonds	8
TPSA	111.52
RO5 Violation	1