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 is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	136013
0.1-0.2	74988
0.2-0.3	650
0.3-0.4	63
0.4-0.5	12
0.5-0.6	10
0.6-0.7	2
0.7-0.8	1
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity: Tc>=0.85; Intermediate Similarity: 0.7 <= Tc < 0.85; Remote Similarity: 0.5 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Intermediate Similarity	0.7079	NPC317746
Remote Similarity	0.6742	NPC318590
Remote Similarity	0.6364	NPC186619
Remote Similarity	0.5806	NPC14590
Remote Similarity	0.5567	NPC64705
Remote Similarity	0.5517	NPC262926
Remote Similarity	0.5283	NPC187707
Remote Similarity	0.5258	NPC177169
Remote Similarity	0.5208	NPC89147
Remote Similarity	0.5208	NPC297033
Remote Similarity	0.5208	NPC274384
Remote Similarity	0.5208	NPC28366
Remote Similarity	0.52	NPC232408

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	0
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