NPASS drugs

Drug Information

Drug ID:	NPD946
Drug Name:	PNU-142721
Molecular Formula:	C13H11ClN4OS
Canonical SMILES:	Clc1cc(=N)[nH]c(n1)S[C@H](c1ncc2c(c1)cco2)C
Standard InCHI:	InChI=1S/C13H11ClN4OS/c1-7(20-13-17-11(14)5-12(15)18-13)9-4-8-2-3-19-10(8)6-16-9/h2-7H,1H3,(H2,15,17,18)/t7-/m0/s1
Standard InCHIKey:	ATCRIOJPQXDFNY-ZETCQYMHSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD946

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	448
0.1-0.2	5575
0.2-0.3	7338
0.3-0.4	10140
0.4-0.5	4980
0.5-0.6	1873
0.6-0.7	526
0.7-0.8	10
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
Intermediate Similarity	0.725	NPC196718
Intermediate Similarity	0.725	NPC102593
Intermediate Similarity	0.7154	NPC258048
Intermediate Similarity	0.7069	NPC146418
Intermediate Similarity	0.7066	NPC260434
Intermediate Similarity	0.7061	NPC472061
Intermediate Similarity	0.7061	NPC240384
Intermediate Similarity	0.7059	NPC216612
Intermediate Similarity	0.7039	NPC118940
Intermediate Similarity	0.7029	NPC122436
Remote Similarity	0.698	NPC53534
Remote Similarity	0.6901	NPC470018
Remote Similarity	0.6886	NPC103361
Remote Similarity	0.6885	NPC152620
Remote Similarity	0.6864	NPC236668
Remote Similarity	0.6855	NPC235685
Remote Similarity	0.6851	NPC187501
Remote Similarity	0.6842	NPC39370
Remote Similarity	0.684	NPC148889
Remote Similarity	0.6835	NPC146976
Remote Similarity	0.683	NPC469489
Remote Similarity	0.6829	NPC473186
Remote Similarity	0.6827	NPC101350
Remote Similarity	0.6824	NPC321428
Remote Similarity	0.682	NPC131885
Remote Similarity	0.6812	NPC123395
Remote Similarity	0.681	NPC473239
Remote Similarity	0.6809	NPC269367
Remote Similarity	0.6803	NPC157931
Remote Similarity	0.6795	NPC287208
Remote Similarity	0.6784	NPC135950
Remote Similarity	0.6783	NPC19872
Remote Similarity	0.6781	NPC472286
Remote Similarity	0.6781	NPC472287
Remote Similarity	0.6761	NPC49547
Remote Similarity	0.6749	NPC322482
Remote Similarity	0.6737	NPC470020
Remote Similarity	0.6736	NPC60621
Remote Similarity	0.6735	NPC74575
Remote Similarity	0.6735	NPC257851
Remote Similarity	0.6723	NPC476287
Remote Similarity	0.6722	NPC208084
Remote Similarity	0.6722	NPC168209
Remote Similarity	0.672	NPC15801
Remote Similarity	0.6709	NPC45190
Remote Similarity	0.6708	NPC478141
Remote Similarity	0.6707	NPC471762
Remote Similarity	0.6707	NPC182222
Remote Similarity	0.6706	NPC161801
Remote Similarity	0.6695	NPC476138
Remote Similarity	0.6695	NPC245816
Remote Similarity	0.6695	NPC16066
Remote Similarity	0.6667	NPC123839
Remote Similarity	0.6654	NPC316224
Remote Similarity	0.6654	NPC165964
Remote Similarity	0.6653	NPC298436
Remote Similarity	0.6653	NPC288987
Remote Similarity	0.6653	NPC39500
Remote Similarity	0.6652	NPC241025
Remote Similarity	0.6652	NPC78767
Remote Similarity	0.6652	NPC473814
Remote Similarity	0.664	NPC194740
Remote Similarity	0.664	NPC66777
Remote Similarity	0.6639	NPC243633
Remote Similarity	0.6639	NPC175150
Remote Similarity	0.6639	NPC210434
Remote Similarity	0.6638	NPC93390
Remote Similarity	0.6626	NPC225279
Remote Similarity	0.6625	NPC50511
Remote Similarity	0.6615	NPC91868
Remote Similarity	0.6615	NPC63971
Remote Similarity	0.6612	NPC314270
Remote Similarity	0.6612	NPC205372
Remote Similarity	0.661	NPC193238
Remote Similarity	0.661	NPC249583
Remote Similarity	0.6599	NPC140296
Remote Similarity	0.6599	NPC478078
Remote Similarity	0.6598	NPC36405
Remote Similarity	0.6595	NPC284338
Remote Similarity	0.6594	NPC473821
Remote Similarity	0.6588	NPC142385
Remote Similarity	0.6582	NPC82548
Remote Similarity	0.6582	NPC266249
Remote Similarity	0.658	NPC106824
Remote Similarity	0.658	NPC267928
Remote Similarity	0.658	NPC74153
Remote Similarity	0.6567	NPC176538
Remote Similarity	0.6562	NPC208522
Remote Similarity	0.6557	NPC472099
Remote Similarity	0.6557	NPC323969
Remote Similarity	0.6555	NPC174672
Remote Similarity	0.6555	NPC472070
Remote Similarity	0.6552	NPC472284
Remote Similarity	0.6548	NPC470017
Remote Similarity	0.6546	NPC278525
Remote Similarity	0.6543	NPC184408
Remote Similarity	0.6542	NPC264176
Remote Similarity	0.6541	NPC314056
Remote Similarity	0.654	NPC74619
Remote Similarity	0.6534	NPC22481
Remote Similarity	0.6534	NPC329631
Remote Similarity	0.6533	NPC207851
Remote Similarity	0.6531	NPC198503
Remote Similarity	0.6525	NPC285558
Remote Similarity	0.6525	NPC132539
Remote Similarity	0.6518	NPC97746
Remote Similarity	0.6518	NPC179287
Remote Similarity	0.6511	NPC472063
Remote Similarity	0.6511	NPC472069
Remote Similarity	0.6511	NPC472062
Remote Similarity	0.6502	NPC472285
Remote Similarity	0.65	NPC249614
Remote Similarity	0.6498	NPC300156
Remote Similarity	0.6498	NPC472065
Remote Similarity	0.6498	NPC315411
Remote Similarity	0.6494	NPC478012
Remote Similarity	0.6494	NPC478011
Remote Similarity	0.6491	NPC296527
Remote Similarity	0.649	NPC54066
Remote Similarity	0.6485	NPC174758
Remote Similarity	0.6485	NPC185782
Remote Similarity	0.6482	NPC108342
Remote Similarity	0.648	NPC24019
Remote Similarity	0.6476	NPC118084
Remote Similarity	0.6473	NPC325705
Remote Similarity	0.6473	NPC26679
Remote Similarity	0.6473	NPC308137
Remote Similarity	0.6473	NPC52831
Remote Similarity	0.6473	NPC310211
Remote Similarity	0.6473	NPC314222
Remote Similarity	0.6473	NPC196449
Remote Similarity	0.6471	NPC41501
Remote Similarity	0.6471	NPC314176
Remote Similarity	0.6468	NPC141053
Remote Similarity	0.6468	NPC478013
Remote Similarity	0.6468	NPC180504
Remote Similarity	0.6468	NPC232727
Remote Similarity	0.6466	NPC109922
Remote Similarity	0.6463	NPC76748
Remote Similarity	0.6462	NPC26543
Remote Similarity	0.6461	NPC148183
Remote Similarity	0.6461	NPC152768
Remote Similarity	0.6459	NPC316756
Remote Similarity	0.6459	NPC75179
Remote Similarity	0.6457	NPC182907
Remote Similarity	0.6457	NPC189903
Remote Similarity	0.6457	NPC477589
Remote Similarity	0.6457	NPC477587
Remote Similarity	0.6456	NPC472259
Remote Similarity	0.6454	NPC474688
Remote Similarity	0.6454	NPC267853
Remote Similarity	0.645	NPC230403
Remote Similarity	0.6445	NPC119134
Remote Similarity	0.6444	NPC171787
Remote Similarity	0.6444	NPC476465
Remote Similarity	0.6443	NPC34770
Remote Similarity	0.6441	NPC57398
Remote Similarity	0.6437	NPC144452
Remote Similarity	0.6435	NPC92111
Remote Similarity	0.6432	NPC295158
Remote Similarity	0.6429	NPC244897
Remote Similarity	0.6429	NPC472064
Remote Similarity	0.6426	NPC121772
Remote Similarity	0.642	NPC72905
Remote Similarity	0.642	NPC477979
Remote Similarity	0.641	NPC248782
Remote Similarity	0.6408	NPC46561
Remote Similarity	0.6406	NPC477588
Remote Similarity	0.6406	NPC477585
Remote Similarity	0.6406	NPC477586
Remote Similarity	0.6406	NPC477590
Remote Similarity	0.6405	NPC219087
Remote Similarity	0.6402	NPC183777
Remote Similarity	0.6402	NPC475410
Remote Similarity	0.6402	NPC4687
Remote Similarity	0.6402	NPC13603
Remote Similarity	0.6402	NPC469577
Remote Similarity	0.64	NPC192712
Remote Similarity	0.6398	NPC98864
Remote Similarity	0.6397	NPC280799
Remote Similarity	0.6395	NPC251090
Remote Similarity	0.6395	NPC13880
Remote Similarity	0.6392	NPC470022
Remote Similarity	0.6389	NPC477112
Remote Similarity	0.6387	NPC327592
Remote Similarity	0.6382	NPC74360
Remote Similarity	0.6382	NPC315804
Remote Similarity	0.6382	NPC313804
Remote Similarity	0.6379	NPC162530
Remote Similarity	0.6379	NPC307963
Remote Similarity	0.6379	NPC89508
Remote Similarity	0.6378	NPC208898
Remote Similarity	0.6378	NPC316411
Remote Similarity	0.6375	NPC314954
Remote Similarity	0.6371	NPC78609
Remote Similarity	0.6367	NPC27041
Remote Similarity	0.6367	NPC312645
Remote Similarity	0.6367	NPC166722
Remote Similarity	0.6364	NPC53255
Remote Similarity	0.6364	NPC475301

Drug Structure

NPD946 OpenBabel08201723592D 22 24 0 0 1 0 0 0 0 0999 V2000 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6720 3.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6665 4.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 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 5.0733 3.1691 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 3 2 0 0 0 0 2 8 1 0 0 0 0 3 19 1 0 0 0 0 4 8 2 0 0 0 0 4 9 1 0 0 0 0 5 11 2 0 0 0 0 5 12 1 0 0 0 0 6 10 2 0 0 0 0 6 16 1 0 0 0 0 7 1 1 6 0 0 0 7 9 1 0 0 0 0 7 20 1 0 0 0 0 8 10 1 0 0 0 0 9 16 2 0 0 0 0 10 19 1 0 0 0 0 11 14 1 0 0 0 0 11 17 1 0 0 0 0 12 15 2 0 0 0 0 12 18 1 0 0 0 0 13 17 2 0 0 0 0 13 18 1 0 0 0 0 13 20 1 0 0 0 0 15 21 1 0 0 0 0 18 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB000349
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	306.03
ALogP	1.3699
MLogP	2.12
XLogP	2.91
HDA	4
HBD	2
Rotatable Bonds	5
TPSA	99.57
RO5 Violation	0