NPASS drugs

Drug Information

Drug ID:	NPD9632
Drug Name:	Acadesine
Molecular Formula:	C9H14N4O5
Canonical SMILES:	OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc(c1N)C(=N)O
Standard InCHI:	InChI=1S/C9H14N4O5/c10-7-4(8(11)17)12-2-13(7)9-6(16)5(15)3(1-14)18-9/h2-3,5-6,9,14-16H,1,10H2,(H2,11,17)/t3-,5-,6-,9-/m1/s1
Standard InCHIKey:	RTRQQBHATOEIAF-UUOKFMHZSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD9632

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	420
0.1-0.2	20154
0.2-0.3	7199
0.3-0.4	2590
0.4-0.5	328
0.5-0.6	98
0.6-0.7	25
0.7-0.8	33
0.8-0.85	25
0.85-0.9	7
0.9-0.95	9
0.95-1	2

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	0.9597	NPC61198
High Similarity	0.9516	NPC262926
High Similarity	0.9444	NPC30326
High Similarity	0.928	NPC319221
High Similarity	0.92	NPC324009
High Similarity	0.9084	NPC251233
High Similarity	0.9084	NPC211820
High Similarity	0.9077	NPC186619
High Similarity	0.9015	NPC89147
High Similarity	0.9015	NPC177169
High Similarity	0.9015	NPC274384
High Similarity	0.8984	NPC320818
High Similarity	0.8947	NPC232408
High Similarity	0.8947	NPC64705
High Similarity	0.8939	NPC318590
High Similarity	0.8872	NPC317746
High Similarity	0.8864	NPC315642
High Similarity	0.8864	NPC74306
Intermediate Similarity	0.8456	NPC107374
Intermediate Similarity	0.8456	NPC21448
Intermediate Similarity	0.8456	NPC156461
Intermediate Similarity	0.8394	NPC164665
Intermediate Similarity	0.8394	NPC189068
Intermediate Similarity	0.8387	NPC327579
Intermediate Similarity	0.8333	NPC219313
Intermediate Similarity	0.8333	NPC309832
Intermediate Similarity	0.8333	NPC269827
Intermediate Similarity	0.8309	NPC229974
Intermediate Similarity	0.8162	NPC209525
Intermediate Similarity	0.8162	NPC161659
Intermediate Similarity	0.8099	NPC85689
Intermediate Similarity	0.8099	NPC185991
Intermediate Similarity	0.8099	NPC211025
Intermediate Similarity	0.8095	NPC14590
Intermediate Similarity	0.8069	NPC313754
Intermediate Similarity	0.8069	NPC311197
Intermediate Similarity	0.8069	NPC54320
Intermediate Similarity	0.8043	NPC314152
Intermediate Similarity	0.8042	NPC472816
Intermediate Similarity	0.8042	NPC321814
Intermediate Similarity	0.8029	NPC317821
Intermediate Similarity	0.8028	NPC326694
Intermediate Similarity	0.8	NPC52238
Intermediate Similarity	0.7986	NPC212551
Intermediate Similarity	0.7986	NPC164952
Intermediate Similarity	0.7986	NPC302778
Intermediate Similarity	0.7986	NPC130586
Intermediate Similarity	0.7931	NPC174802
Intermediate Similarity	0.7917	NPC321052
Intermediate Similarity	0.7902	NPC150853
Intermediate Similarity	0.7887	NPC121222
Intermediate Similarity	0.7877	NPC224076
Intermediate Similarity	0.7823	NPC226245
Intermediate Similarity	0.7823	NPC239737
Intermediate Similarity	0.7823	NPC316618
Intermediate Similarity	0.7793	NPC207633
Intermediate Similarity	0.7724	NPC161224
Intermediate Similarity	0.7698	NPC129756
Intermediate Similarity	0.7697	NPC261595
Intermediate Similarity	0.7647	NPC324033
Intermediate Similarity	0.7647	NPC321458
Intermediate Similarity	0.7586	NPC136349
Intermediate Similarity	0.7566	NPC323091
Intermediate Similarity	0.7432	NPC328479
Intermediate Similarity	0.7376	NPC33996
Intermediate Similarity	0.7287	NPC313547
Intermediate Similarity	0.725	NPC189261
Intermediate Similarity	0.719	NPC195140
Intermediate Similarity	0.7188	NPC326529
Intermediate Similarity	0.7143	NPC319100
Intermediate Similarity	0.7143	NPC324198
Intermediate Similarity	0.7124	NPC93365
Intermediate Similarity	0.707	NPC324484
Intermediate Similarity	0.7044	NPC326082
Intermediate Similarity	0.7044	NPC290959
Intermediate Similarity	0.7025	NPC325906
Remote Similarity	0.688	NPC293163
Remote Similarity	0.6875	NPC119133
Remote Similarity	0.6768	NPC313897
Remote Similarity	0.6719	NPC59314
Remote Similarity	0.6687	NPC222174
Remote Similarity	0.6589	NPC10466
Remote Similarity	0.6588	NPC24589
Remote Similarity	0.657	NPC313514
Remote Similarity	0.657	NPC282458
Remote Similarity	0.657	NPC78941
Remote Similarity	0.6567	NPC41958
Remote Similarity	0.6562	NPC321393
Remote Similarity	0.6503	NPC33382
Remote Similarity	0.6463	NPC168702
Remote Similarity	0.6463	NPC125659
Remote Similarity	0.635	NPC63433
Remote Similarity	0.625	NPC157821
Remote Similarity	0.623	NPC276373
Remote Similarity	0.6207	NPC180462
Remote Similarity	0.6202	NPC320256
Remote Similarity	0.6196	NPC5802
Remote Similarity	0.6111	NPC109322
Remote Similarity	0.609	NPC174020
Remote Similarity	0.6078	NPC210947
Remote Similarity	0.6051	NPC250178
Remote Similarity	0.5989	NPC103388
Remote Similarity	0.5987	NPC470140
Remote Similarity	0.5974	NPC470139
Remote Similarity	0.5959	NPC248007
Remote Similarity	0.5951	NPC60537
Remote Similarity	0.5921	NPC126634
Remote Similarity	0.5915	NPC240084
Remote Similarity	0.5894	NPC57279
Remote Similarity	0.585	NPC180493
Remote Similarity	0.5844	NPC470141
Remote Similarity	0.5842	NPC107160
Remote Similarity	0.5833	NPC21461
Remote Similarity	0.5833	NPC185903
Remote Similarity	0.5816	NPC327613
Remote Similarity	0.5778	NPC476561
Remote Similarity	0.5762	NPC287876
Remote Similarity	0.5753	NPC139776
Remote Similarity	0.575	NPC327477
Remote Similarity	0.5732	NPC286696
Remote Similarity	0.5724	NPC235501
Remote Similarity	0.5724	NPC470138
Remote Similarity	0.5695	NPC14330
Remote Similarity	0.568	NPC160666
Remote Similarity	0.5658	NPC104011
Remote Similarity	0.5658	NPC246193
Remote Similarity	0.5641	NPC237812
Remote Similarity	0.5641	NPC18223
Remote Similarity	0.5621	NPC25465
Remote Similarity	0.5603	NPC47936

Drug Structure

NPD9632 OpenBabel08211713452D 25 26 0 0 1 0 0 0 0 0999 V2000 1.7796 -0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4644 -1.1303 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.1226 0.3478 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6581 -1.4781 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.3364 -1.5827 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.1280 0.4523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7917 1.0909 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7431 -0.6691 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.6280 1.3184 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4827 2.0420 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.3305 -0.6303 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7213 -0.4612 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5886 -0.6810 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3272 -2.2213 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8364 -2.4487 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.7698 0.8830 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.6280 1.3184 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.1280 2.1844 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.1518 2.7851 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.5021 -0.2743 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3054 -2.0134 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.8364 -2.4487 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4390 1.6262 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 12 2 0 0 0 0 2 13 1 0 0 0 0 3 1 1 6 0 0 0 3 5 1 0 0 0 0 3 18 1 0 0 0 0 4 7 2 0 0 0 0 4 8 1 0 0 0 0 4 12 1 0 0 0 0 5 6 1 0 0 0 0 5 15 1 1 0 0 0 6 9 1 0 0 0 0 6 16 1 1 0 0 0 7 10 1 0 0 0 0 7 13 1 0 0 0 0 8 11 2 0 0 0 0 8 17 1 0 0 0 0 9 13 1 6 0 0 0 9 18 1 0 0 0 0 10 19 1 0 0 0 0 10 20 1 0 0 0 0 11 21 1 0 0 0 0 14 22 1 0 0 0 0 15 23 1 0 0 0 0 16 24 1 0 0 0 0 17 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB003896
DrugBank	DB04944
ChEMBL	CHEMBL1551724
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	17513
ChEBI	28498
CAS Number	2627-69-2

Drug Properties

Molecular Weight	258.10
ALogP	-2.3607
MLogP	1.46
XLogP	-1.324
HDA	9
HBD	6
Rotatable Bonds	8
TPSA	157.84
RO5 Violation	1