NPASS drugs

Drug Information

Drug ID:	NPD3086
Drug Name:	Guadecitabine
Molecular Formula:	C18H24N9O10P
Canonical SMILES:	OC[C@H]1O[C@H](C[C@@H]1OP(=O)(OC[C@H]1O[C@H](C[C@@H]1O)n1cnc2c1[nH]c(=N)nc2O)O)n1cnc(=N)nc1O
Standard InCHI:	InChI=1S/C18H24N9O10P/c19-16-22-6-27(18(31)25-16)12-2-8(9(3-28)35-12)37-38(32,33)34-4-10-7(29)1-11(36-10)26-5-21-13-14(26)23-17(20)24-15(13)30/h5-12,28-29H,1-4H2,(H,32,33)(H2,19,25,31)(H3,20,23,24,30)/t7-,8-,9+,10+,11+,12+/m0/s1
Standard InCHIKey:	GUWXKKAWLCENJA-WGWHJZDNSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3086

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	467
0.1-0.2	19914
0.2-0.3	7487
0.3-0.4	2539
0.4-0.5	302
0.5-0.6	91
0.6-0.7	26
0.7-0.8	47
0.8-0.85	1
0.85-0.9	5
0.9-0.95	11
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	0.9424	NPC317746
High Similarity	0.9388	NPC14590
High Similarity	0.9357	NPC64705
High Similarity	0.9357	NPC232408
High Similarity	0.9353	NPC318590
High Similarity	0.9353	NPC211820
High Similarity	0.9353	NPC251233
High Similarity	0.9348	NPC186619
High Similarity	0.9286	NPC274384
High Similarity	0.9286	NPC177169
High Similarity	0.9286	NPC89147
High Similarity	0.8993	NPC30326
High Similarity	0.8913	NPC262926
High Similarity	0.8849	NPC61198
High Similarity	0.8633	NPC324009
High Similarity	0.8571	NPC319221
Intermediate Similarity	0.8194	NPC320818
Intermediate Similarity	0.7987	NPC74306
Intermediate Similarity	0.7987	NPC315642
Intermediate Similarity	0.7899	NPC327579
Intermediate Similarity	0.7885	NPC174802
Intermediate Similarity	0.7821	NPC212551
Intermediate Similarity	0.7821	NPC302778
Intermediate Similarity	0.7821	NPC164952
Intermediate Similarity	0.7821	NPC130586
Intermediate Similarity	0.7806	NPC85689
Intermediate Similarity	0.7806	NPC185991
Intermediate Similarity	0.7806	NPC211025
Intermediate Similarity	0.7806	NPC161224
Intermediate Similarity	0.7785	NPC226245
Intermediate Similarity	0.7764	NPC323091
Intermediate Similarity	0.7756	NPC321814
Intermediate Similarity	0.7742	NPC326694
Intermediate Similarity	0.7727	NPC121222
Intermediate Similarity	0.7722	NPC224076
Intermediate Similarity	0.7711	NPC326529
Intermediate Similarity	0.7683	NPC326082
Intermediate Similarity	0.7673	NPC316618
Intermediate Similarity	0.7665	NPC324198
Intermediate Similarity	0.7665	NPC319100
Intermediate Similarity	0.7561	NPC261595
Intermediate Similarity	0.7515	NPC321458
Intermediate Similarity	0.7515	NPC324033
Intermediate Similarity	0.7419	NPC107374
Intermediate Similarity	0.7419	NPC21448
Intermediate Similarity	0.7419	NPC156461
Intermediate Similarity	0.7372	NPC189068
Intermediate Similarity	0.7372	NPC164665
Intermediate Similarity	0.7353	NPC189261
Intermediate Similarity	0.7325	NPC219313
Intermediate Similarity	0.7325	NPC269827
Intermediate Similarity	0.7325	NPC309832
Intermediate Similarity	0.729	NPC229974
Intermediate Similarity	0.7273	NPC209525
Intermediate Similarity	0.7273	NPC161659
Intermediate Similarity	0.7205	NPC321052
Intermediate Similarity	0.7179	NPC314152
Intermediate Similarity	0.7178	NPC52238
Intermediate Similarity	0.7161	NPC317821
Intermediate Similarity	0.7134	NPC313754
Intermediate Similarity	0.7134	NPC54320
Intermediate Similarity	0.7134	NPC311197
Intermediate Similarity	0.7134	NPC239737
Intermediate Similarity	0.7099	NPC472816
Remote Similarity	0.6975	NPC150853
Remote Similarity	0.689	NPC207633
Remote Similarity	0.6886	NPC195140
Remote Similarity	0.681	NPC136349
Remote Similarity	0.6788	NPC328479
Remote Similarity	0.6772	NPC129756
Remote Similarity	0.6575	NPC313547
Remote Similarity	0.6517	NPC313897
Remote Similarity	0.65	NPC33996
Remote Similarity	0.6494	NPC324484
Remote Similarity	0.6477	NPC290959
Remote Similarity	0.6457	NPC325906
Remote Similarity	0.6408	NPC59314
Remote Similarity	0.6344	NPC313514
Remote Similarity	0.6337	NPC93365
Remote Similarity	0.6319	NPC119133
Remote Similarity	0.6284	NPC41958
Remote Similarity	0.627	NPC24589
Remote Similarity	0.6257	NPC78941
Remote Similarity	0.6257	NPC282458
Remote Similarity	0.622	NPC107160
Remote Similarity	0.6209	NPC21461
Remote Similarity	0.62	NPC63433
Remote Similarity	0.6197	NPC293163
Remote Similarity	0.6121	NPC158055
Remote Similarity	0.6069	NPC10466
Remote Similarity	0.5989	NPC222174
Remote Similarity	0.598	NPC157821
Remote Similarity	0.596	NPC276373
Remote Similarity	0.5944	NPC320256
Remote Similarity	0.593	NPC5802
Remote Similarity	0.5866	NPC321393
Remote Similarity	0.5824	NPC33382
Remote Similarity	0.581	NPC250178
Remote Similarity	0.5806	NPC240084
Remote Similarity	0.5792	NPC125659
Remote Similarity	0.5792	NPC168702
Remote Similarity	0.5763	NPC60537
Remote Similarity	0.5679	NPC180462
Remote Similarity	0.5607	NPC174020

Drug Structure

NPD3086 OpenBabel08211702562D 46 50 0 0 1 0 0 0 0 0999 V2000 4.0388 0.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7796 -1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2274 -3.1637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8479 2.9538 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0310 -2.5409 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0878 0.0570 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.9706 -2.4945 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5000 0.8660 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.0388 1.3660 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.4487 -1.8364 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.3867 2.4538 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7989 1.6448 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3812 2.3493 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4323 -1.5228 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2002 0.6267 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8500 -0.8183 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4268 -1.4183 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.6069 -0.2868 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.7989 3.2628 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.0255 -2.4364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.2057 0.7312 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.7880 1.4357 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.8445 -0.7138 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.8479 1.9538 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4432 -1.7319 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.4353 -4.1418 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.7788 -0.8940 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.9690 3.1583 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.2622 -0.0093 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 -1.0000 -0.0000 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 -1.9487 -2.7024 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0878 1.6750 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 -0.0000 -0.0000 0.0000 P 0 0 3 0 0 0 0 0 0 0 0 0 -7.0146 -2.2273 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.0191 -1.0958 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6179 -0.0778 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.3864 -4.4508 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8006 -1.1020 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.5623 4.0718 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6689 0.9042 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 7 1 0 0 0 0 2 8 1 0 0 0 0 3 28 1 0 0 0 0 4 34 1 0 0 0 0 5 21 2 0 0 0 0 5 26 1 0 0 0 0 6 22 2 0 0 0 0 6 27 1 0 0 0 0 7 10 1 0 0 0 0 7 29 1 6 0 0 0 8 9 1 0 0 0 0 8 37 1 6 0 0 0 9 3 1 1 0 0 0 9 35 1 0 0 0 0 10 4 1 1 0 0 0 10 36 1 0 0 0 0 11 1 1 1 0 0 0 11 26 1 0 0 0 0 11 36 1 0 0 0 0 12 2 1 1 0 0 0 12 27 1 0 0 0 0 12 35 1 0 0 0 0 13 14 2 0 0 0 0 13 15 1 0 0 0 0 13 21 1 0 0 0 0 14 23 1 0 0 0 0 14 26 1 0 0 0 0 15 24 2 0 0 0 0 15 30 1 0 0 0 0 16 19 2 0 0 0 0 16 22 1 0 0 0 0 16 25 1 0 0 0 0 17 20 2 0 0 0 0 17 23 1 0 0 0 0 17 24 1 0 0 0 0 18 25 2 0 0 0 0 18 27 1 0 0 0 0 18 31 1 0 0 0 0 19 39 1 0 0 0 0 20 40 1 0 0 0 0 23 41 1 0 0 0 0 28 42 1 0 0 0 0 29 43 1 0 0 0 0 30 44 1 0 0 0 0 31 45 1 0 0 0 0 32 38 1 0 0 0 0 32 46 1 0 0 0 0 33 38 2 0 0 0 0 34 38 1 0 0 0 0 37 38 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	557.14
ALogP	-3.487
MLogP	1.24
XLogP	-2.815
HDA	19
HBD	8
Rotatable Bonds	13
TPSA	282.82
RO5 Violation	2