NPASS drugs

Drug Information

Drug ID:	NPD185
Drug Name:	Cladribine
Molecular Formula:	C10H12ClN5O3
Canonical SMILES:	OC[C@H]1O[C@H](C[C@@H]1O)n1cnc2c1nc(Cl)nc2N
Standard InCHI:	InChI=1S/C10H12ClN5O3/c11-10-14-8(12)7-9(15-10)16(3-13-7)6-1-4(18)5(2-17)19-6/h3-6,17-18H,1-2H2,(H2,12,14,15)/t4-,5+,6+/m0/s1
Standard InCHIKey:	PTOAARAWEBMLNO-KVQBGUIXSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD185

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	446
0.1-0.2	23056
0.2-0.3	4280
0.3-0.4	2475
0.4-0.5	432
0.5-0.6	73
0.6-0.7	41
0.7-0.8	33
0.8-0.85	14
0.85-0.9	15
0.9-0.95	17
0.95-1	8

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	NPC314152
High Similarity	0.9846	NPC161659
High Similarity	0.9846	NPC209525
High Similarity	0.9701	NPC269827
High Similarity	0.9552	NPC156461
High Similarity	0.9552	NPC107374
High Similarity	0.9552	NPC21448
High Similarity	0.9549	NPC229974
High Similarity	0.9481	NPC189068
High Similarity	0.9481	NPC164665
High Similarity	0.9412	NPC309832
High Similarity	0.9412	NPC219313
High Similarity	0.9398	NPC317821
High Similarity	0.9343	NPC121222
High Similarity	0.9155	NPC224076
High Similarity	0.9143	NPC161224
High Similarity	0.9143	NPC85689
High Similarity	0.9143	NPC185991
High Similarity	0.9143	NPC211025
High Similarity	0.9078	NPC321814
High Similarity	0.9078	NPC472816
High Similarity	0.9014	NPC302778
High Similarity	0.9014	NPC164952
High Similarity	0.9014	NPC130586
High Similarity	0.9014	NPC212551
High Similarity	0.8951	NPC174802
High Similarity	0.8897	NPC129756
High Similarity	0.8865	NPC136349
High Similarity	0.8828	NPC239737
High Similarity	0.8828	NPC316618
High Similarity	0.8828	NPC226245
High Similarity	0.8824	NPC33996
High Similarity	0.8811	NPC207633
High Similarity	0.8681	NPC328479
High Similarity	0.8671	NPC150853
High Similarity	0.863	NPC52238
High Similarity	0.8571	NPC313754
High Similarity	0.8571	NPC54320
High Similarity	0.8571	NPC311197
High Similarity	0.8533	NPC323091
Intermediate Similarity	0.8406	NPC320818
Intermediate Similarity	0.8389	NPC195140
Intermediate Similarity	0.8312	NPC326082
Intermediate Similarity	0.82	NPC93365
Intermediate Similarity	0.8182	NPC261595
Intermediate Similarity	0.8129	NPC324033
Intermediate Similarity	0.8129	NPC321458
Intermediate Similarity	0.8117	NPC324484
Intermediate Similarity	0.8101	NPC326529
Intermediate Similarity	0.8077	NPC290959
Intermediate Similarity	0.8065	NPC325906
Intermediate Similarity	0.805	NPC189261
Intermediate Similarity	0.805	NPC324198
Intermediate Similarity	0.805	NPC319100
Intermediate Similarity	0.7943	NPC262926
Intermediate Similarity	0.7887	NPC61198
Intermediate Similarity	0.7697	NPC321052
Intermediate Similarity	0.7676	NPC324009
Intermediate Similarity	0.7655	NPC30326
Intermediate Similarity	0.7654	NPC313897
Intermediate Similarity	0.7622	NPC319221
Intermediate Similarity	0.7619	NPC186619
Intermediate Similarity	0.7584	NPC89147
Intermediate Similarity	0.7584	NPC274384
Intermediate Similarity	0.7517	NPC318590
Intermediate Similarity	0.7517	NPC251233
Intermediate Similarity	0.7517	NPC211820
Intermediate Similarity	0.7467	NPC317746
Intermediate Similarity	0.7467	NPC177169
Intermediate Similarity	0.745	NPC74306
Intermediate Similarity	0.745	NPC315642
Intermediate Similarity	0.744	NPC24589
Intermediate Similarity	0.7417	NPC232408
Intermediate Similarity	0.7417	NPC64705
Intermediate Similarity	0.7412	NPC282458
Intermediate Similarity	0.7412	NPC78941
Intermediate Similarity	0.7338	NPC326694
Intermediate Similarity	0.7209	NPC313514
Intermediate Similarity	0.7178	NPC33382
Intermediate Similarity	0.7134	NPC168702
Intermediate Similarity	0.7134	NPC125659
Intermediate Similarity	0.7121	NPC476564
Intermediate Similarity	0.7075	NPC57279
Intermediate Similarity	0.7055	NPC246193
Intermediate Similarity	0.7048	NPC222174
Intermediate Similarity	0.7023	NPC174114
Intermediate Similarity	0.7023	NPC87981
Remote Similarity	0.6994	NPC14590
Remote Similarity	0.695	NPC327579
Remote Similarity	0.6939	NPC104011
Remote Similarity	0.6933	NPC321393
Remote Similarity	0.6923	NPC276373
Remote Similarity	0.6885	NPC5802
Remote Similarity	0.6861	NPC4837
Remote Similarity	0.6861	NPC312187
Remote Similarity	0.6848	NPC157821
Remote Similarity	0.6712	NPC248007
Remote Similarity	0.6618	NPC18335
Remote Similarity	0.6531	NPC250178
Remote Similarity	0.6524	NPC472834
Remote Similarity	0.6507	NPC139776
Remote Similarity	0.649	NPC287876
Remote Similarity	0.6424	NPC14330
Remote Similarity	0.6402	NPC103388
Remote Similarity	0.6345	NPC68938
Remote Similarity	0.6305	NPC107160
Remote Similarity	0.6214	NPC21461
Remote Similarity	0.6214	NPC160666
Remote Similarity	0.6211	NPC217656
Remote Similarity	0.62	NPC109322
Remote Similarity	0.6173	NPC89139
Remote Similarity	0.6164	NPC296437
Remote Similarity	0.6125	NPC470266
Remote Similarity	0.6124	NPC158055
Remote Similarity	0.6122	NPC189314
Remote Similarity	0.6115	NPC476561
Remote Similarity	0.6061	NPC244700
Remote Similarity	0.6049	NPC476433
Remote Similarity	0.6049	NPC476528
Remote Similarity	0.6034	NPC164845
Remote Similarity	0.6027	NPC313547
Remote Similarity	0.6026	NPC5707
Remote Similarity	0.6012	NPC474986
Remote Similarity	0.6012	NPC476522
Remote Similarity	0.6012	NPC476013
Remote Similarity	0.6012	NPC476520
Remote Similarity	0.6	NPC472833
Remote Similarity	0.6	NPC476408
Remote Similarity	0.5978	NPC265111
Remote Similarity	0.5976	NPC476521
Remote Similarity	0.5934	NPC473585
Remote Similarity	0.5915	NPC476099
Remote Similarity	0.5896	NPC472832
Remote Similarity	0.5896	NPC18308
Remote Similarity	0.5844	NPC180493
Remote Similarity	0.5804	NPC476562
Remote Similarity	0.5769	NPC180462
Remote Similarity	0.5764	NPC119133
Remote Similarity	0.5743	NPC256849
Remote Similarity	0.5741	NPC470141
Remote Similarity	0.5714	NPC47936
Remote Similarity	0.5689	NPC174020
Remote Similarity	0.5671	NPC210947
Remote Similarity	0.5638	NPC303899
Remote Similarity	0.5634	NPC293163
Remote Similarity	0.5625	NPC59314

Drug Structure

NPD185 OpenBabel08201723122D 23 25 0 0 1 0 0 0 0 0999 V2000 2.1280 -0.5477 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2440 -2.0371 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3364 -2.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1226 -0.6522 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.3305 -1.6303 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7213 -1.4612 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8660 -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 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 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.6581 -2.4781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -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 0.7431 -1.6691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.0530 -1.4493 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.7917 0.0909 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4644 -2.1303 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.9666 -1.8560 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.7698 -0.1170 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 17 1 0 0 0 0 3 13 2 0 0 0 0 3 16 1 0 0 0 0 4 5 1 0 0 0 0 4 18 1 6 0 0 0 5 2 1 1 0 0 0 5 19 1 0 0 0 0 6 1 1 1 0 0 0 6 16 1 0 0 0 0 6 19 1 0 0 0 0 7 8 2 0 0 0 0 7 9 1 0 0 0 0 7 13 1 0 0 0 0 8 12 1 0 0 0 0 8 14 1 0 0 0 0 9 15 2 0 0 0 0 9 16 1 0 0 0 0 10 11 1 0 0 0 0 10 14 2 0 0 0 0 10 15 1 0 0 0 0 12 20 1 0 0 0 0 12 21 1 0 0 0 0 17 22 1 0 0 0 0 18 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000565
DrugBank	DB00242
ChEMBL	CHEMBL1619
IUPHAR/BPS	4799
PharmaGKB	PA449027
KEGG Drug	D01370
PubChem CID	20279
ChEBI	567361
CAS Number	4291-63-8

Drug Properties

Molecular Weight	285.06
ALogP	-1.7568
MLogP	1.57
XLogP	-0.692
HDA	8
HBD	3
Rotatable Bonds	6
TPSA	119.31
RO5 Violation	0