NPASS drugs

Drug Information

Drug ID:	NPD549
Drug Name:	Nelarabine
Molecular Formula:	C11H15N5O5
Canonical SMILES:	OC[C@H]1O[C@H]([C@H]([C@@H]1O)O)n1cnc2c1[nH]c(=N)nc2OC
Standard InCHI:	InChI=1S/C11H15N5O5/c1-20-9-5-8(14-11(12)15-9)16(3-13-5)10-7(19)6(18)4(2-17)21-10/h3-4,6-7,10,17-19H,2H2,1H3,(H2,12,14,15)/t4-,6-,7+,10-/m1/s1
Standard InCHIKey:	IXOXBSCIXZEQEQ-UHTZMRCNSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD549

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	372
0.1-0.2	17843
0.2-0.3	9274
0.3-0.4	2833
0.4-0.5	357
0.5-0.6	112
0.6-0.7	32
0.7-0.8	40
0.8-0.85	11
0.85-0.9	8
0.9-0.95	7
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	0.9535	NPC61198
High Similarity	0.9457	NPC262926
High Similarity	0.9231	NPC319221
High Similarity	0.9154	NPC324009
High Similarity	0.9091	NPC320818
High Similarity	0.9044	NPC211820
High Similarity	0.9044	NPC251233
High Similarity	0.9037	NPC186619
High Similarity	0.8978	NPC274384
High Similarity	0.8978	NPC89147
High Similarity	0.8978	NPC177169
High Similarity	0.8913	NPC64705
High Similarity	0.8913	NPC232408
High Similarity	0.8905	NPC318590
High Similarity	0.8841	NPC317746
High Similarity	0.8676	NPC30326
Intermediate Similarity	0.8372	NPC327579
Intermediate Similarity	0.8298	NPC74306
Intermediate Similarity	0.8298	NPC315642
Intermediate Similarity	0.8194	NPC309832
Intermediate Similarity	0.8125	NPC189068
Intermediate Similarity	0.8092	NPC14590
Intermediate Similarity	0.8069	NPC219313
Intermediate Similarity	0.8056	NPC107374
Intermediate Similarity	0.8056	NPC21448
Intermediate Similarity	0.8056	NPC156461
Intermediate Similarity	0.8	NPC164665
Intermediate Similarity	0.7945	NPC269827
Intermediate Similarity	0.7919	NPC321052
Intermediate Similarity	0.7917	NPC229974
Intermediate Similarity	0.7778	NPC317821
Intermediate Similarity	0.7778	NPC161659
Intermediate Similarity	0.7778	NPC209525
Intermediate Similarity	0.7733	NPC211025
Intermediate Similarity	0.7733	NPC85689
Intermediate Similarity	0.7733	NPC185991
Intermediate Similarity	0.7712	NPC239737
Intermediate Similarity	0.7682	NPC321814
Intermediate Similarity	0.7682	NPC472816
Intermediate Similarity	0.7671	NPC314152
Intermediate Similarity	0.7632	NPC164952
Intermediate Similarity	0.7632	NPC302778
Intermediate Similarity	0.7632	NPC130586
Intermediate Similarity	0.7632	NPC212551
Intermediate Similarity	0.7597	NPC311197
Intermediate Similarity	0.7597	NPC54320
Intermediate Similarity	0.7597	NPC313754
Intermediate Similarity	0.7582	NPC174802
Intermediate Similarity	0.755	NPC326694
Intermediate Similarity	0.7533	NPC121222
Intermediate Similarity	0.7532	NPC224076
Intermediate Similarity	0.7532	NPC52238
Intermediate Similarity	0.7484	NPC316618
Intermediate Similarity	0.7484	NPC226245
Intermediate Similarity	0.7451	NPC207633
Intermediate Similarity	0.7434	NPC150853
Intermediate Similarity	0.7386	NPC161224
Intermediate Similarity	0.7368	NPC136349
Intermediate Similarity	0.7347	NPC129756
Intermediate Similarity	0.7267	NPC261595
Intermediate Similarity	0.725	NPC323091
Intermediate Similarity	0.7222	NPC324033
Intermediate Similarity	0.7222	NPC321458
Intermediate Similarity	0.7115	NPC328479
Intermediate Similarity	0.7107	NPC195140
Intermediate Similarity	0.7066	NPC189261
Intermediate Similarity	0.7047	NPC33996
Remote Similarity	0.6934	NPC313547
Remote Similarity	0.6905	NPC326529
Remote Similarity	0.6905	NPC313897
Remote Similarity	0.6864	NPC319100
Remote Similarity	0.6864	NPC324198
Remote Similarity	0.6848	NPC325906
Remote Similarity	0.6832	NPC93365
Remote Similarity	0.6791	NPC119133
Remote Similarity	0.6788	NPC324484
Remote Similarity	0.6767	NPC59314
Remote Similarity	0.6766	NPC326082
Remote Similarity	0.6766	NPC290959
Remote Similarity	0.6739	NPC41958
Remote Similarity	0.661	NPC313514
Remote Similarity	0.6541	NPC293163
Remote Similarity	0.6534	NPC24589
Remote Similarity	0.6519	NPC10466
Remote Similarity	0.6517	NPC282458
Remote Similarity	0.6517	NPC78941
Remote Similarity	0.6408	NPC63433
Remote Similarity	0.6337	NPC222174
Remote Similarity	0.633	NPC5802
Remote Similarity	0.6296	NPC157821
Remote Similarity	0.6277	NPC276373
Remote Similarity	0.6269	NPC320256
Remote Similarity	0.6257	NPC33382
Remote Similarity	0.6221	NPC125659
Remote Similarity	0.6221	NPC168702
Remote Similarity	0.6213	NPC321393
Remote Similarity	0.6126	NPC103388
Remote Similarity	0.6053	NPC180462
Remote Similarity	0.6013	NPC470141
Remote Similarity	0.5986	NPC240084
Remote Similarity	0.596	NPC109322
Remote Similarity	0.5951	NPC174020
Remote Similarity	0.5885	NPC21461
Remote Similarity	0.5885	NPC160666
Remote Similarity	0.5862	NPC250178
Remote Similarity	0.586	NPC57279
Remote Similarity	0.5857	NPC476561
Remote Similarity	0.5849	NPC470140
Remote Similarity	0.5839	NPC470139
Remote Similarity	0.5839	NPC210947
Remote Similarity	0.5824	NPC60537
Remote Similarity	0.5714	NPC180493
Remote Similarity	0.5714	NPC248007
Remote Similarity	0.5706	NPC185903
Remote Similarity	0.5696	NPC470138
Remote Similarity	0.5693	NPC51000
Remote Similarity	0.5687	NPC126634
Remote Similarity	0.5685	NPC47936
Remote Similarity	0.5682	NPC324815
Remote Similarity	0.5676	NPC327613
Remote Similarity	0.5667	NPC278549
Remote Similarity	0.5664	NPC476099
Remote Similarity	0.5641	NPC144223
Remote Similarity	0.5636	NPC8590
Remote Similarity	0.5633	NPC246193
Remote Similarity	0.5633	NPC104011
Remote Similarity	0.5633	NPC287876
Remote Similarity	0.5629	NPC327477
Remote Similarity	0.5611	NPC314774
Remote Similarity	0.5611	NPC315126
Remote Similarity	0.561	NPC286696
Remote Similarity	0.5602	NPC201900

Drug Structure

NPD549 OpenBabel08201723202D 26 28 0 0 1 0 0 0 0 0999 V2000 -0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9761 2.0371 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0685 2.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0625 1.6303 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 4.8546 0.6522 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.8601 0.5477 0.0000 C 0 0 1 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 3.4533 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 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0739 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 2.4752 1.6691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.7851 1.4493 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.5237 -0.0909 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3601 -0.3184 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.1965 2.1303 0.0000 O 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 2.5981 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.6986 1.8560 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.5019 0.1170 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8601 -1.1844 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 20 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 2 1 6 0 0 0 4 6 1 0 0 0 0 4 21 1 0 0 0 0 5 8 2 0 0 0 0 5 9 1 0 0 0 0 5 13 1 0 0 0 0 6 7 1 0 0 0 0 6 18 1 1 0 0 0 7 10 1 0 0 0 0 7 19 1 6 0 0 0 8 14 1 0 0 0 0 8 16 1 0 0 0 0 9 15 2 0 0 0 0 9 20 1 0 0 0 0 10 16 1 6 0 0 0 10 21 1 0 0 0 0 11 12 2 0 0 0 0 11 14 1 0 0 0 0 11 15 1 0 0 0 0 12 22 1 0 0 0 0 14 23 1 0 0 0 0 17 24 1 0 0 0 0 18 25 1 0 0 0 0 19 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000985
DrugBank	DB01280
ChEMBL	CHEMBL1201112
IUPHAR/BPS	7090
PharmaGKB	PA164752425
KEGG Drug	D05134
PubChem CID	3011155
ChEBI	63612
CAS Number	121032-29-9

Drug Properties

Molecular Weight	297.11
ALogP	-1.9642
MLogP	1.57
XLogP	-1.322
HDA	10
HBD	5
Rotatable Bonds	7
TPSA	145.21
RO5 Violation	0