NPASS drugs

Drug Information

Drug ID:	NPD5666
Drug Name:	Evodenoson
Molecular Formula:	C23H29N7O6
Canonical SMILES:	COC(=O)N1CCC(CC1)CC#Cc1nc(N)c2c(n1)n(cn2)[C@@H]1O[C@@H]([C@H]([C@H]1O)O)C(=NC1CC1)O
Standard InCHI:	InChI=1S/C23H29N7O6/c1-35-23(34)29-9-7-12(8-10-29)3-2-4-14-27-19(24)15-20(28-14)30(11-25-15)22-17(32)16(31)18(36-22)21(33)26-13-5-6-13/h11-13,16-18,22,31-32H,3,5-10H2,1H3,(H,26,33)(H2,24,27,28)/t16-,17+,18-,22+/m0/s1
Standard InCHIKey:	SQJXTUJMBYVDBB-RQXXJAGISA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5666

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	259
0.1-0.2	14404
0.2-0.3	11963
0.3-0.4	3111
0.4-0.5	953
0.5-0.6	97
0.6-0.7	36
0.7-0.8	40
0.8-0.85	26
0.85-0.9	1
0.9-0.95	0
0.95-1	0

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	0.8526	NPC189068
Intermediate Similarity	0.8471	NPC309832
Intermediate Similarity	0.8471	NPC219313
Intermediate Similarity	0.8462	NPC21448
Intermediate Similarity	0.8462	NPC107374
Intermediate Similarity	0.8462	NPC156461
Intermediate Similarity	0.8408	NPC164665
Intermediate Similarity	0.8354	NPC269827
Intermediate Similarity	0.8333	NPC229974
Intermediate Similarity	0.8272	NPC302778
Intermediate Similarity	0.8272	NPC212551
Intermediate Similarity	0.8232	NPC239737
Intermediate Similarity	0.8205	NPC317821
Intermediate Similarity	0.8205	NPC161659
Intermediate Similarity	0.8205	NPC209525
Intermediate Similarity	0.8171	NPC224076
Intermediate Similarity	0.8148	NPC85689
Intermediate Similarity	0.8148	NPC211025
Intermediate Similarity	0.8148	NPC185991
Intermediate Similarity	0.8141	NPC129756
Intermediate Similarity	0.811	NPC174802
Intermediate Similarity	0.8101	NPC314152
Intermediate Similarity	0.8098	NPC472816
Intermediate Similarity	0.8098	NPC321814
Intermediate Similarity	0.8049	NPC164952
Intermediate Similarity	0.8049	NPC130586
Intermediate Similarity	0.8012	NPC226245
Intermediate Similarity	0.7989	NPC189261
Intermediate Similarity	0.7988	NPC207633
Intermediate Similarity	0.7963	NPC121222
Intermediate Similarity	0.7931	NPC313897
Intermediate Similarity	0.7927	NPC161224
Intermediate Similarity	0.7904	NPC316618
Intermediate Similarity	0.7882	NPC323091
Intermediate Similarity	0.7848	NPC33996
Intermediate Similarity	0.7829	NPC326529
Intermediate Similarity	0.7805	NPC136349
Intermediate Similarity	0.7798	NPC54320
Intermediate Similarity	0.7798	NPC93365
Intermediate Similarity	0.7798	NPC311197
Intermediate Similarity	0.7798	NPC313754
Intermediate Similarity	0.7791	NPC325906
Intermediate Similarity	0.7784	NPC319100
Intermediate Similarity	0.7784	NPC324198
Intermediate Similarity	0.7758	NPC150853
Intermediate Similarity	0.7751	NPC195140
Intermediate Similarity	0.7738	NPC52238
Intermediate Similarity	0.7733	NPC324484
Intermediate Similarity	0.7701	NPC290959
Intermediate Similarity	0.7701	NPC326082
Intermediate Similarity	0.7665	NPC328479
Intermediate Similarity	0.761	NPC320818
Intermediate Similarity	0.7527	NPC24589
Intermediate Similarity	0.75	NPC282458
Intermediate Similarity	0.75	NPC78941
Intermediate Similarity	0.7486	NPC261595
Intermediate Similarity	0.7443	NPC324033
Intermediate Similarity	0.7443	NPC321458
Intermediate Similarity	0.7353	NPC321052
Intermediate Similarity	0.7219	NPC313514
Intermediate Similarity	0.7178	NPC61198
Intermediate Similarity	0.7128	NPC276373
Intermediate Similarity	0.7117	NPC262926
Intermediate Similarity	0.7092	NPC5802
Intermediate Similarity	0.7056	NPC157821
Intermediate Similarity	0.7041	NPC274384
Intermediate Similarity	0.7041	NPC89147
Remote Similarity	0.6988	NPC30326
Remote Similarity	0.6951	NPC319221
Remote Similarity	0.6923	NPC74306
Remote Similarity	0.6923	NPC315642
Remote Similarity	0.6901	NPC232408
Remote Similarity	0.6901	NPC64705
Remote Similarity	0.689	NPC324009
Remote Similarity	0.6882	NPC251233
Remote Similarity	0.6882	NPC211820
Remote Similarity	0.6864	NPC186619
Remote Similarity	0.6842	NPC177169
Remote Similarity	0.6842	NPC317746
Remote Similarity	0.6839	NPC326694
Remote Similarity	0.6784	NPC318590
Remote Similarity	0.6776	NPC168702
Remote Similarity	0.6776	NPC125659
Remote Similarity	0.674	NPC14590
Remote Similarity	0.6721	NPC33382
Remote Similarity	0.6613	NPC222174
Remote Similarity	0.6509	NPC250178
Remote Similarity	0.6452	NPC107160
Remote Similarity	0.6438	NPC160666
Remote Similarity	0.6425	NPC158055
Remote Similarity	0.6413	NPC321393
Remote Similarity	0.6319	NPC472834
Remote Similarity	0.629	NPC21461
Remote Similarity	0.6272	NPC246193
Remote Similarity	0.6258	NPC327579
Remote Similarity	0.6218	NPC164845
Remote Similarity	0.6215	NPC217656
Remote Similarity	0.6199	NPC57279
Remote Similarity	0.618	NPC89139
Remote Similarity	0.6082	NPC104011
Remote Similarity	0.6071	NPC248007
Remote Similarity	0.6051	NPC476564
Remote Similarity	0.6	NPC103388
Remote Similarity	0.5989	NPC296437
Remote Similarity	0.5962	NPC87981
Remote Similarity	0.5962	NPC174114
Remote Similarity	0.596	NPC473585
Remote Similarity	0.5955	NPC470266
Remote Similarity	0.5936	NPC472833
Remote Similarity	0.592	NPC265111
Remote Similarity	0.5917	NPC109322
Remote Similarity	0.5902	NPC244700
Remote Similarity	0.5893	NPC139776
Remote Similarity	0.5889	NPC476528
Remote Similarity	0.5889	NPC476433
Remote Similarity	0.5882	NPC180493
Remote Similarity	0.5856	NPC476013
Remote Similarity	0.5856	NPC476520
Remote Similarity	0.5856	NPC476522
Remote Similarity	0.5856	NPC474986
Remote Similarity	0.5847	NPC476408
Remote Similarity	0.5842	NPC472832
Remote Similarity	0.5842	NPC18308
Remote Similarity	0.5824	NPC476521
Remote Similarity	0.5805	NPC287876
Remote Similarity	0.5767	NPC4837
Remote Similarity	0.5767	NPC312187
Remote Similarity	0.5747	NPC14330
Remote Similarity	0.5672	NPC315126
Remote Similarity	0.5672	NPC314774
Remote Similarity	0.5625	NPC476561
Remote Similarity	0.5617	NPC119133
Remote Similarity	0.5607	NPC324815

Drug Structure

NPD5666 OpenBabel08211708292D 41 45 0 0 1 0 0 0 0 0999 V2000 -11.7374 2.0691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6752 0.5691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5413 0.0691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8092 1.0691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7968 -3.7981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2036 -2.8845 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.2733 0.0691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.4073 1.5691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.1393 0.5691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.2733 2.0691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6723 2.0691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.4073 0.5691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2091 -2.9890 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9432 1.5691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2111 2.5691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 -1.3090 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.5388 -0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.0772 3.0691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2111 1.5691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 -1.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 0.3090 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -10.0054 2.0691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0772 4.0691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.2601 2.8781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.7045 -2.5823 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.9432 2.5691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.0772 1.0691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -9.1393 1.5691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.2601 1.2601 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.2601 -2.2601 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5388 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7226 -1.1810 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.0054 3.0691 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.8714 1.5691 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 -2.2111 4.5691 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9432 4.5691 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.2382 -2.4680 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0388 0.3660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5316 -1.7688 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 35 1 0 0 0 0 2 3 1 0 0 0 0 2 4 3 0 0 0 0 3 12 1 0 0 0 0 4 14 1 0 0 0 0 5 6 1 0 0 0 0 5 13 1 0 0 0 0 6 13 1 0 0 0 0 7 9 1 0 0 0 0 7 12 1 0 0 0 0 8 10 1 0 0 0 0 8 12 1 0 0 0 0 9 29 1 0 0 0 0 10 29 1 0 0 0 0 11 25 2 0 0 0 0 11 30 1 0 0 0 0 13 26 1 0 0 0 0 14 27 2 0 0 0 0 14 28 1 0 0 0 0 15 19 2 0 0 0 0 15 20 1 0 0 0 0 15 25 1 0 0 0 0 16 17 1 0 0 0 0 16 18 1 0 0 0 0 16 31 1 1 0 0 0 17 22 1 0 0 0 0 17 32 1 1 0 0 0 18 21 1 6 0 0 0 18 36 1 0 0 0 0 19 24 1 0 0 0 0 19 27 1 0 0 0 0 20 28 2 0 0 0 0 20 30 1 0 0 0 0 21 26 2 3 0 0 0 21 33 1 0 0 0 0 22 30 1 6 0 0 0 22 36 1 0 0 0 0 23 29 1 0 0 0 0 23 34 2 0 0 0 0 23 35 1 0 0 0 0 24 37 1 0 0 0 0 24 38 1 0 0 0 0 31 39 1 0 0 0 0 32 40 1 0 0 0 0 33 41 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB003550
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	11627443
ChEBI
CAS Number

Drug Properties

Molecular Weight	499.22
ALogP	-2.6862
MLogP	2.56
XLogP	0.368
HDA	13
HBD	4
Rotatable Bonds	11
TPSA	181.44
RO5 Violation	1