NPASS drugs

Drug Information

Drug ID:	NPD166
Drug Name:	Clofarabine
Molecular Formula:	C10H11ClFN5O3
Canonical SMILES:	OC[C@H]1O[C@H]([C@H]([C@@H]1O)F)n1cnc2c1nc(Cl)nc2N
Standard InCHI:	InChI=1S/C10H11ClFN5O3/c11-10-15-7(13)5-8(16-10)17(2-14-5)9-4(12)6(19)3(1-18)20-9/h2-4,6,9,18-19H,1H2,(H2,13,15,16)/t3-,4+,6-,9-/m1/s1
Standard InCHIKey:	WDDPHFBMKLOVOX-AYQXTPAHSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD166

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	479
0.1-0.2	23207
0.2-0.3	4178
0.3-0.4	2447
0.4-0.5	380
0.5-0.6	83
0.6-0.7	34
0.7-0.8	33
0.8-0.85	13
0.85-0.9	17
0.9-0.95	15
0.95-1	4

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	0.9848	NPC314152
High Similarity	0.9697	NPC209525
High Similarity	0.9697	NPC161659
High Similarity	0.9559	NPC269827
High Similarity	0.9412	NPC156461
High Similarity	0.9412	NPC107374
High Similarity	0.9412	NPC21448
High Similarity	0.9407	NPC229974
High Similarity	0.9343	NPC164665
High Similarity	0.9343	NPC189068
High Similarity	0.9275	NPC219313
High Similarity	0.9275	NPC309832
High Similarity	0.9259	NPC317821
High Similarity	0.9209	NPC121222
High Similarity	0.9028	NPC224076
High Similarity	0.9014	NPC211025
High Similarity	0.9014	NPC85689
High Similarity	0.9014	NPC161224
High Similarity	0.9014	NPC185991
High Similarity	0.8951	NPC472816
High Similarity	0.8951	NPC321814
High Similarity	0.8889	NPC212551
High Similarity	0.8889	NPC130586
High Similarity	0.8889	NPC164952
High Similarity	0.8889	NPC302778
High Similarity	0.8828	NPC174802
High Similarity	0.8768	NPC129756
High Similarity	0.8741	NPC136349
High Similarity	0.8707	NPC226245
High Similarity	0.8707	NPC316618
High Similarity	0.8707	NPC239737
High Similarity	0.8696	NPC33996
High Similarity	0.869	NPC207633
High Similarity	0.8562	NPC328479
High Similarity	0.8552	NPC150853
High Similarity	0.8514	NPC52238
Intermediate Similarity	0.8456	NPC311197
Intermediate Similarity	0.8456	NPC313754
Intermediate Similarity	0.8456	NPC54320
Intermediate Similarity	0.8421	NPC323091
Intermediate Similarity	0.8286	NPC320818
Intermediate Similarity	0.8278	NPC195140
Intermediate Similarity	0.8205	NPC326082
Intermediate Similarity	0.8092	NPC93365
Intermediate Similarity	0.8077	NPC261595
Intermediate Similarity	0.8025	NPC324033
Intermediate Similarity	0.8025	NPC321458
Intermediate Similarity	0.8013	NPC324484
Intermediate Similarity	0.8	NPC326529
Intermediate Similarity	0.7975	NPC290959
Intermediate Similarity	0.7962	NPC325906
Intermediate Similarity	0.795	NPC324198
Intermediate Similarity	0.795	NPC319100
Intermediate Similarity	0.795	NPC189261
Intermediate Similarity	0.7832	NPC262926
Intermediate Similarity	0.7778	NPC61198
Intermediate Similarity	0.7597	NPC321052
Intermediate Similarity	0.7569	NPC324009
Intermediate Similarity	0.7561	NPC313897
Intermediate Similarity	0.7551	NPC30326
Intermediate Similarity	0.7517	NPC319221
Intermediate Similarity	0.7517	NPC186619
Intermediate Similarity	0.7483	NPC89147
Intermediate Similarity	0.7483	NPC274384
Intermediate Similarity	0.7417	NPC211820
Intermediate Similarity	0.7417	NPC251233
Intermediate Similarity	0.7417	NPC318590
Intermediate Similarity	0.7368	NPC177169
Intermediate Similarity	0.7368	NPC317746
Intermediate Similarity	0.7353	NPC24589
Intermediate Similarity	0.7351	NPC315642
Intermediate Similarity	0.7351	NPC74306
Intermediate Similarity	0.7326	NPC78941
Intermediate Similarity	0.7326	NPC282458
Intermediate Similarity	0.732	NPC232408
Intermediate Similarity	0.732	NPC64705
Intermediate Similarity	0.7244	NPC326694
Intermediate Similarity	0.7126	NPC313514
Intermediate Similarity	0.7091	NPC33382
Intermediate Similarity	0.7048	NPC168702
Intermediate Similarity	0.7048	NPC125659
Intermediate Similarity	0.7015	NPC476564
Remote Similarity	0.698	NPC57279
Remote Similarity	0.6964	NPC222174
Remote Similarity	0.6959	NPC246193
Remote Similarity	0.6917	NPC87981
Remote Similarity	0.6917	NPC174114
Remote Similarity	0.6909	NPC14590
Remote Similarity	0.6853	NPC327579
Remote Similarity	0.6848	NPC321393
Remote Similarity	0.6848	NPC276373
Remote Similarity	0.6846	NPC104011
Remote Similarity	0.6811	NPC5802
Remote Similarity	0.6774	NPC157821
Remote Similarity	0.6763	NPC312187
Remote Similarity	0.6763	NPC4837
Remote Similarity	0.6622	NPC248007
Remote Similarity	0.6522	NPC18335
Remote Similarity	0.6465	NPC250178
Remote Similarity	0.6446	NPC472834
Remote Similarity	0.6419	NPC139776
Remote Similarity	0.6405	NPC287876
Remote Similarity	0.634	NPC14330
Remote Similarity	0.6335	NPC103388
Remote Similarity	0.6259	NPC68938
Remote Similarity	0.6244	NPC107160
Remote Similarity	0.6154	NPC21461
Remote Similarity	0.6154	NPC160666
Remote Similarity	0.6135	NPC217656
Remote Similarity	0.6118	NPC109322
Remote Similarity	0.6098	NPC89139
Remote Similarity	0.6087	NPC296437
Remote Similarity	0.6066	NPC158055
Remote Similarity	0.6049	NPC470266
Remote Similarity	0.604	NPC189314
Remote Similarity	0.6028	NPC476561
Remote Similarity	0.5988	NPC244700
Remote Similarity	0.5976	NPC476433
Remote Similarity	0.5976	NPC476528
Remote Similarity	0.5967	NPC164845
Remote Similarity	0.5948	NPC5707
Remote Similarity	0.5946	NPC313547
Remote Similarity	0.5939	NPC476520
Remote Similarity	0.5939	NPC476522
Remote Similarity	0.5939	NPC474986
Remote Similarity	0.5939	NPC476013
Remote Similarity	0.593	NPC472833
Remote Similarity	0.5928	NPC476408
Remote Similarity	0.5914	NPC265111
Remote Similarity	0.5904	NPC476521
Remote Similarity	0.587	NPC473585
Remote Similarity	0.5833	NPC476099
Remote Similarity	0.5829	NPC472832
Remote Similarity	0.5829	NPC18308
Remote Similarity	0.5769	NPC180493
Remote Similarity	0.5724	NPC476562
Remote Similarity	0.5696	NPC180462
Remote Similarity	0.5685	NPC119133
Remote Similarity	0.5671	NPC470141
Remote Similarity	0.5667	NPC256849
Remote Similarity	0.5638	NPC47936
Remote Similarity	0.5621	NPC174020
Remote Similarity	0.5602	NPC210947

Drug Structure

NPD166 OpenBabel08201723122D 24 26 0 0 1 0 0 0 0 0999 V2000 3.7917 0.0909 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 2 0 0 0 0 0 0 0 0 0 2.4644 -2.1303 0.0000 C 0 0 1 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 3.3305 -1.6303 0.0000 C 0 0 2 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 1.7213 -1.4612 0.0000 C 0 0 2 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 2.3599 -3.1249 0.0000 F 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 4.7698 -0.1170 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.2440 -2.0371 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1280 -0.5477 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 5.4390 0.6262 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.0530 -1.4493 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 18 1 0 0 0 0 2 14 2 0 0 0 0 2 17 1 0 0 0 0 3 1 1 6 0 0 0 3 6 1 0 0 0 0 3 20 1 0 0 0 0 4 6 1 0 0 0 0 4 9 1 0 0 0 0 4 12 1 6 0 0 0 5 7 2 0 0 0 0 5 8 1 0 0 0 0 5 14 1 0 0 0 0 6 19 1 1 0 0 0 7 13 1 0 0 0 0 7 15 1 0 0 0 0 8 16 2 0 0 0 0 8 17 1 0 0 0 0 9 17 1 6 0 0 0 9 20 1 0 0 0 0 10 11 1 0 0 0 0 10 15 2 0 0 0 0 10 16 1 0 0 0 0 13 21 1 0 0 0 0 13 22 1 0 0 0 0 18 23 1 0 0 0 0 19 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000849
DrugBank	DB00631
ChEMBL	CHEMBL1750
IUPHAR/BPS	6802
PharmaGKB	PA164754863
KEGG Drug
PubChem CID	119182
ChEBI	681569
CAS Number	123318-82-1

Drug Properties

Molecular Weight	303.05
ALogP	-1.0395
MLogP	1.46
XLogP	-0.548
HDA	8
HBD	3
Rotatable Bonds	7
TPSA	119.31
RO5 Violation	0