NPASS drugs

Drug Information

Drug ID:	NPD169
Drug Name:	Tocladesine
Molecular Formula:	C10H11ClN5O6P
Canonical SMILES:	O[C@@H]1[C@@H]2OP(=O)(O)OC[C@H]2O[C@H]1n1c(Cl)nc2c1ncnc2N
Standard InCHI:	InChI=1S/C10H11ClN5O6P/c11-10-15-4-7(12)13-2-14-8(4)16(10)9-5(17)6-3(21-9)1-20-23(18,19)22-6/h2-3,5-6,9,17H,1H2,(H,18,19)(H2,12,13,14)/t3-,5-,6-,9-/m1/s1
Standard InCHIKey:	CLLFEJLEDNXZNR-UUOKFMHZSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD169

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	594
0.1-0.2	22408
0.2-0.3	4840
0.3-0.4	2451
0.4-0.5	407
0.5-0.6	82
0.6-0.7	25
0.7-0.8	27
0.8-0.85	16
0.85-0.9	13
0.9-0.95	16
0.95-1	11

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	NPC224076
High Similarity	0.9859	NPC302778
High Similarity	0.9859	NPC212551
High Similarity	0.9718	NPC211025
High Similarity	0.9718	NPC85689
High Similarity	0.9718	NPC185991
High Similarity	0.965	NPC321814
High Similarity	0.9583	NPC130586
High Similarity	0.9583	NPC164952
High Similarity	0.9517	NPC174802
High Similarity	0.9507	NPC121222
High Similarity	0.9437	NPC269827
High Similarity	0.9388	NPC316618
High Similarity	0.9388	NPC226245
High Similarity	0.931	NPC161224
High Similarity	0.9296	NPC156461
High Similarity	0.9296	NPC21448
High Similarity	0.9296	NPC107374
High Similarity	0.9231	NPC189068
High Similarity	0.9231	NPC164665
High Similarity	0.9167	NPC309832
High Similarity	0.9167	NPC219313
High Similarity	0.9155	NPC229974
High Similarity	0.9155	NPC314152
High Similarity	0.9079	NPC323091
High Similarity	0.9014	NPC209525
High Similarity	0.9014	NPC161659
High Similarity	0.8881	NPC317821
High Similarity	0.8861	NPC326529
High Similarity	0.8859	NPC472816
High Similarity	0.8805	NPC319100
High Similarity	0.8805	NPC324198
High Similarity	0.8726	NPC326082
High Similarity	0.8718	NPC261595
High Similarity	0.8662	NPC324033
High Similarity	0.8662	NPC321458
High Similarity	0.8627	NPC239737
High Similarity	0.8609	NPC207633
High Similarity	0.8571	NPC189261
High Similarity	0.8552	NPC129756
Intermediate Similarity	0.8477	NPC150853
Intermediate Similarity	0.8411	NPC136349
Intermediate Similarity	0.8387	NPC313754
Intermediate Similarity	0.8387	NPC311197
Intermediate Similarity	0.8387	NPC54320
Intermediate Similarity	0.8323	NPC52238
Intermediate Similarity	0.8267	NPC89147
Intermediate Similarity	0.8267	NPC274384
Intermediate Similarity	0.8247	NPC328479
Intermediate Similarity	0.8231	NPC33996
Intermediate Similarity	0.8231	NPC30326
Intermediate Similarity	0.8219	NPC320818
Intermediate Similarity	0.8079	NPC211820
Intermediate Similarity	0.8079	NPC251233
Intermediate Similarity	0.8067	NPC186619
Intermediate Similarity	0.8026	NPC177169
Intermediate Similarity	0.7987	NPC195140
Intermediate Similarity	0.7974	NPC232408
Intermediate Similarity	0.7974	NPC64705
Intermediate Similarity	0.7961	NPC318590
Intermediate Similarity	0.7925	NPC93365
Intermediate Similarity	0.7908	NPC317746
Intermediate Similarity	0.7885	NPC326694
Intermediate Similarity	0.7853	NPC324484
Intermediate Similarity	0.7818	NPC290959
Intermediate Similarity	0.7805	NPC325906
Intermediate Similarity	0.7738	NPC313897
Intermediate Similarity	0.7733	NPC61198
Intermediate Similarity	0.7667	NPC262926
Intermediate Similarity	0.7622	NPC14590
Intermediate Similarity	0.7562	NPC321052
Intermediate Similarity	0.7529	NPC24589
Intermediate Similarity	0.75	NPC282458
Intermediate Similarity	0.75	NPC78941
Intermediate Similarity	0.7483	NPC319221
Intermediate Similarity	0.7417	NPC324009
Intermediate Similarity	0.7303	NPC313514
Intermediate Similarity	0.7215	NPC315642
Intermediate Similarity	0.7215	NPC74306
Intermediate Similarity	0.7076	NPC33382
Intermediate Similarity	0.7035	NPC168702
Intermediate Similarity	0.7035	NPC125659
Intermediate Similarity	0.7021	NPC276373
Remote Similarity	0.6984	NPC5802
Remote Similarity	0.6954	NPC222174
Remote Similarity	0.6947	NPC157821
Remote Similarity	0.6897	NPC107160
Remote Similarity	0.6842	NPC321393
Remote Similarity	0.6796	NPC21461
Remote Similarity	0.6733	NPC327579
Remote Similarity	0.6619	NPC158055
Remote Similarity	0.6552	NPC250178
Remote Similarity	0.6541	NPC57279
Remote Similarity	0.6528	NPC476564
Remote Similarity	0.6519	NPC246193
Remote Similarity	0.6519	NPC104011
Remote Similarity	0.6434	NPC87981
Remote Similarity	0.6434	NPC174114
Remote Similarity	0.641	NPC248007
Remote Similarity	0.6309	NPC4837
Remote Similarity	0.6309	NPC312187
Remote Similarity	0.6263	NPC103388
Remote Similarity	0.6244	NPC160666
Remote Similarity	0.6218	NPC139776
Remote Similarity	0.6211	NPC287876
Remote Similarity	0.6171	NPC472834
Remote Similarity	0.6149	NPC14330
Remote Similarity	0.6081	NPC18335
Remote Similarity	0.5938	NPC109322
Remote Similarity	0.5904	NPC164845
Remote Similarity	0.5872	NPC217656
Remote Similarity	0.586	NPC68938
Remote Similarity	0.5838	NPC89139
Remote Similarity	0.5824	NPC296437
Remote Similarity	0.5789	NPC470266
Remote Similarity	0.5776	NPC5707
Remote Similarity	0.5769	NPC313547
Remote Similarity	0.5739	NPC244700
Remote Similarity	0.5723	NPC476528
Remote Similarity	0.5723	NPC476433
Remote Similarity	0.5706	NPC180493
Remote Similarity	0.5692	NPC265111
Remote Similarity	0.5691	NPC472833
Remote Similarity	0.569	NPC476013
Remote Similarity	0.569	NPC476522
Remote Similarity	0.569	NPC476520
Remote Similarity	0.569	NPC474986
Remote Similarity	0.5682	NPC476408
Remote Similarity	0.566	NPC189314
Remote Similarity	0.5657	NPC476521
Remote Similarity	0.5648	NPC473585
Remote Similarity	0.5629	NPC476561

Drug Structure

NPD169 OpenBabel08201723122D 27 30 0 0 1 0 0 0 0 0999 V2000 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3939 -2.9563 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.8097 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 0.3090 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.5529 -1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8587 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2709 -0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.8587 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5497 1.2601 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 7.5039 -1.3601 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.3450 -2.6473 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.6508 -2.2872 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.8097 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.2709 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.9921 1.2601 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 0.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 -1.3090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 P 0 0 3 0 0 0 0 0 0 0 0 0 8.2471 -2.0292 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7118 -0.3820 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3230 2.0032 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 20 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 6 1 0 0 0 0 3 21 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 9 1 0 0 0 0 5 17 1 1 0 0 0 6 22 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 21 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 24 1 0 0 0 0 12 25 1 0 0 0 0 17 26 1 0 0 0 0 18 23 1 0 0 0 0 18 27 1 0 0 0 0 19 23 2 0 0 0 0 20 23 1 0 0 0 0 22 23 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	363.01
ALogP	-1.3063
MLogP	1.13
XLogP	-2.362
HDA	11
HBD	3
Rotatable Bonds	5
TPSA	164.65
RO5 Violation	1