NPASS drugs

Drug Information

Drug ID:	NPD186
Drug Name:	Nucleoside analogs (cancer), MD Anderson Cancer Center
Molecular Formula:	C10H12ClN5O4
Canonical SMILES:	OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1c(Cl)nc2c1ncnc2N
Standard InCHI:	InChI=1S/C10H12ClN5O4/c11-10-15-4-7(12)13-2-14-8(4)16(10)9-6(19)5(18)3(1-17)20-9/h2-3,5-6,9,17-19H,1H2,(H2,12,13,14)/t3-,5-,6-,9-/m1/s1
Standard InCHIKey:	MHDPPLULTMGBSI-UUOKFMHZSA-N
Max Developmental Stage:	Discovery
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD186

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	525
0.1-0.2	22127
0.2-0.3	4972
0.3-0.4	2559
0.4-0.5	506
0.5-0.6	84
0.6-0.7	29
0.7-0.8	32
0.8-0.85	15
0.85-0.9	10
0.9-0.95	19
0.95-1	12

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	NPC269827
High Similarity	0.9851	NPC156461
High Similarity	0.9851	NPC21448
High Similarity	0.9851	NPC107374
High Similarity	0.9778	NPC164665
High Similarity	0.9778	NPC189068
High Similarity	0.9706	NPC219313
High Similarity	0.9706	NPC309832
High Similarity	0.9701	NPC314152
High Similarity	0.9701	NPC229974
High Similarity	0.9552	NPC209525
High Similarity	0.9552	NPC161659
High Similarity	0.9437	NPC224076
High Similarity	0.9429	NPC85689
High Similarity	0.9429	NPC211025
High Similarity	0.9429	NPC185991
High Similarity	0.9407	NPC317821
High Similarity	0.9362	NPC321814
High Similarity	0.9362	NPC472816
High Similarity	0.9296	NPC164952
High Similarity	0.9296	NPC130586
High Similarity	0.9296	NPC212551
High Similarity	0.9296	NPC302778
High Similarity	0.9231	NPC174802
High Similarity	0.9214	NPC121222
High Similarity	0.9103	NPC239737
High Similarity	0.9103	NPC226245
High Similarity	0.9103	NPC316618
High Similarity	0.9091	NPC207633
High Similarity	0.9051	NPC129756
High Similarity	0.9021	NPC161224
High Similarity	0.8951	NPC150853
High Similarity	0.8881	NPC136349
High Similarity	0.8844	NPC54320
High Similarity	0.8844	NPC311197
High Similarity	0.8844	NPC313754
High Similarity	0.88	NPC323091
High Similarity	0.8776	NPC52238
High Similarity	0.8705	NPC33996
High Similarity	0.8699	NPC328479
High Similarity	0.8696	NPC320818
Intermediate Similarity	0.8442	NPC261595
Intermediate Similarity	0.8411	NPC195140
Intermediate Similarity	0.8387	NPC324033
Intermediate Similarity	0.8387	NPC321458
Intermediate Similarity	0.8354	NPC326529
Intermediate Similarity	0.8344	NPC93365
Intermediate Similarity	0.8302	NPC189261
Intermediate Similarity	0.8302	NPC324198
Intermediate Similarity	0.8302	NPC319100
Intermediate Similarity	0.8258	NPC324484
Intermediate Similarity	0.8217	NPC326082
Intermediate Similarity	0.8217	NPC290959
Intermediate Similarity	0.8205	NPC325906
Intermediate Similarity	0.8169	NPC61198
Intermediate Similarity	0.8099	NPC262926
Intermediate Similarity	0.7961	NPC321052
Intermediate Similarity	0.7931	NPC30326
Intermediate Similarity	0.7902	NPC319221
Intermediate Similarity	0.7901	NPC313897
Intermediate Similarity	0.7852	NPC89147
Intermediate Similarity	0.7852	NPC274384
Intermediate Similarity	0.7832	NPC324009
Intermediate Similarity	0.7785	NPC211820
Intermediate Similarity	0.7785	NPC251233
Intermediate Similarity	0.777	NPC186619
Intermediate Similarity	0.7733	NPC177169
Intermediate Similarity	0.7682	NPC232408
Intermediate Similarity	0.7682	NPC64705
Intermediate Similarity	0.7679	NPC24589
Intermediate Similarity	0.7667	NPC318590
Intermediate Similarity	0.7647	NPC282458
Intermediate Similarity	0.7647	NPC78941
Intermediate Similarity	0.7616	NPC317746
Intermediate Similarity	0.76	NPC74306
Intermediate Similarity	0.76	NPC315642
Intermediate Similarity	0.7597	NPC326694
Intermediate Similarity	0.7442	NPC313514
Intermediate Similarity	0.7423	NPC33382
Intermediate Similarity	0.7378	NPC125659
Intermediate Similarity	0.7378	NPC168702
Intermediate Similarity	0.7289	NPC222174
Intermediate Similarity	0.7239	NPC14590
Intermediate Similarity	0.7178	NPC321393
Intermediate Similarity	0.7143	NPC276373
Intermediate Similarity	0.7113	NPC327579
Intermediate Similarity	0.7104	NPC5802
Intermediate Similarity	0.7065	NPC157821
Remote Similarity	0.6912	NPC476564
Remote Similarity	0.6887	NPC57279
Remote Similarity	0.6867	NPC104011
Remote Similarity	0.6867	NPC246193
Remote Similarity	0.6815	NPC174114
Remote Similarity	0.6815	NPC87981
Remote Similarity	0.6757	NPC248007
Remote Similarity	0.6735	NPC250178
Remote Similarity	0.6667	NPC312187
Remote Similarity	0.6667	NPC4837
Remote Similarity	0.6554	NPC139776
Remote Similarity	0.6536	NPC287876
Remote Similarity	0.6526	NPC103388
Remote Similarity	0.6502	NPC107160
Remote Similarity	0.6471	NPC14330
Remote Similarity	0.6429	NPC18335
Remote Similarity	0.6408	NPC160666
Remote Similarity	0.6408	NPC21461
Remote Similarity	0.6369	NPC472834
Remote Similarity	0.6316	NPC158055
Remote Similarity	0.625	NPC109322
Remote Similarity	0.6174	NPC68938
Remote Similarity	0.6081	NPC313547
Remote Similarity	0.6078	NPC5707
Remote Similarity	0.6077	NPC164845
Remote Similarity	0.6061	NPC217656
Remote Similarity	0.6024	NPC89139
Remote Similarity	0.6012	NPC296437
Remote Similarity	0.6	NPC180493
Remote Similarity	0.5976	NPC470266
Remote Similarity	0.596	NPC189314
Remote Similarity	0.5944	NPC476561
Remote Similarity	0.5917	NPC244700
Remote Similarity	0.5904	NPC476528
Remote Similarity	0.5904	NPC476433
Remote Similarity	0.5868	NPC474986
Remote Similarity	0.5868	NPC476522
Remote Similarity	0.5868	NPC476013
Remote Similarity	0.5868	NPC476520
Remote Similarity	0.5862	NPC472833
Remote Similarity	0.5858	NPC476408
Remote Similarity	0.5851	NPC265111
Remote Similarity	0.5833	NPC476521
Remote Similarity	0.5822	NPC119133
Remote Similarity	0.5806	NPC473585
Remote Similarity	0.5763	NPC472832
Remote Similarity	0.5763	NPC18308
Remote Similarity	0.5753	NPC476099
Remote Similarity	0.5723	NPC180462
Remote Similarity	0.5697	NPC470141
Remote Similarity	0.5694	NPC293163
Remote Similarity	0.5685	NPC59314
Remote Similarity	0.5646	NPC476562
Remote Similarity	0.5629	NPC210947
Remote Similarity	0.5621	NPC63433

Drug Structure

NPD186 OpenBabel08201723122D 25 27 0 0 1 0 0 0 0 0999 V2000 -3.0485 -1.7601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6092 -2.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3794 -1.0169 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.6092 -0.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5873 -0.0388 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7213 0.4612 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.4752 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7431 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9781 -0.2079 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.4067 0.9135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0933 1.7796 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 3.3412 -0.1691 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 0.7431 -1.6691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.4013 0.8090 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 -4.0267 -1.5522 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.5009 0.3680 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6168 1.4557 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.3849 -1.1215 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.2072 -0.6691 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3412 0.8309 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3357 -0.6011 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6054 1.3625 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4258 2.0435 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 17 1 0 0 0 0 2 13 2 0 0 0 0 2 14 1 0 0 0 0 3 1 1 6 0 0 0 3 5 1 0 0 0 0 3 20 1 0 0 0 0 4 7 2 0 0 0 0 4 8 1 0 0 0 0 4 15 1 0 0 0 0 5 6 1 0 0 0 0 5 18 1 1 0 0 0 6 9 1 0 0 0 0 6 19 1 1 0 0 0 7 12 1 0 0 0 0 7 13 1 0 0 0 0 8 14 2 0 0 0 0 8 16 1 0 0 0 0 9 16 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 12 21 1 0 0 0 0 12 22 1 0 0 0 0 17 23 1 0 0 0 0 18 24 1 0 0 0 0 19 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004242
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	301.06
ALogP	-1.9795
MLogP	1.46
XLogP	-1.293
HDA	9
HBD	4
Rotatable Bonds	7
TPSA	139.54
RO5 Violation	0