NPASS drugs

Drug Information

Drug ID:	NPD869
Drug Name:	Zanamivir
Molecular Formula:	C12H20N4O7
Canonical SMILES:	OC[C@H]([C@H]([C@@H]1OC(=C[C@@H]([C@H]1N=C(O)C)NC(=N)N)C(=O)O)O)O
Standard InCHI:	InChI=1S/C12H20N4O7/c1-4(18)15-8-5(16-12(13)14)2-7(11(21)22)23-10(8)9(20)6(19)3-17/h2,5-6,8-10,17,19-20H,3H2,1H3,(H,15,18)(H,21,22)(H4,13,14,16)/t5-,6+,8+,9+,10+/m0/s1
Standard InCHIKey:	ARAIBEBZBOPLMB-UFGQHTETSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD869

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	63
0.1-0.2	588
0.2-0.3	11300
0.3-0.4	15825
0.4-0.5	2749
0.5-0.6	338
0.6-0.7	27
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
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
Remote Similarity	0.6822	NPC245534
Remote Similarity	0.6538	NPC471261
Remote Similarity	0.6378	NPC147238
Remote Similarity	0.6357	NPC471256
Remote Similarity	0.6341	NPC469895
Remote Similarity	0.6281	NPC315170
Remote Similarity	0.625	NPC471263
Remote Similarity	0.624	NPC471259
Remote Similarity	0.622	NPC298484
Remote Similarity	0.616	NPC189854
Remote Similarity	0.616	NPC62845
Remote Similarity	0.616	NPC92874
Remote Similarity	0.616	NPC322449
Remote Similarity	0.616	NPC166242
Remote Similarity	0.6115	NPC313962
Remote Similarity	0.6111	NPC10897
Remote Similarity	0.6111	NPC325900
Remote Similarity	0.6107	NPC259586
Remote Similarity	0.608	NPC314413
Remote Similarity	0.608	NPC239705
Remote Similarity	0.608	NPC314398
Remote Similarity	0.6061	NPC470621
Remote Similarity	0.6061	NPC222481
Remote Similarity	0.6036	NPC474833
Remote Similarity	0.6029	NPC471262
Remote Similarity	0.6014	NPC315058
Remote Similarity	0.6	NPC471258
Remote Similarity	0.5984	NPC471257
Remote Similarity	0.5944	NPC318142
Remote Similarity	0.594	NPC313813
Remote Similarity	0.5924	NPC321485
Remote Similarity	0.5924	NPC319334
Remote Similarity	0.5924	NPC317377
Remote Similarity	0.5924	NPC322372
Remote Similarity	0.5924	NPC327517
Remote Similarity	0.5882	NPC314482
Remote Similarity	0.5859	NPC475918
Remote Similarity	0.5854	NPC175614
Remote Similarity	0.5797	NPC273185
Remote Similarity	0.5789	NPC241597
Remote Similarity	0.5781	NPC74035
Remote Similarity	0.5755	NPC325750
Remote Similarity	0.5755	NPC471255
Remote Similarity	0.575	NPC159369
Remote Similarity	0.575	NPC39290
Remote Similarity	0.5746	NPC472536
Remote Similarity	0.5746	NPC103391
Remote Similarity	0.5738	NPC216278
Remote Similarity	0.5724	NPC477519
Remote Similarity	0.5703	NPC471260
Remote Similarity	0.5695	NPC142761
Remote Similarity	0.5692	NPC467022
Remote Similarity	0.5659	NPC477000
Remote Similarity	0.5659	NPC477001
Remote Similarity	0.5646	NPC477400
Remote Similarity	0.5638	NPC25025
Remote Similarity	0.5634	NPC145149
Remote Similarity	0.563	NPC469423
Remote Similarity	0.562	NPC235625
Remote Similarity	0.5612	NPC314293
Remote Similarity	0.5603	NPC242077
Remote Similarity	0.5603	NPC36254

Drug Structure

NPD869 OpenBabel08201723412D 32 32 0 0 1 0 0 0 0 0999 V2000 -2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 0.0000 C 0 0 1 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 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 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 -0.8660 0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 4.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 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 -2.5981 3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 5 1 0 0 0 0 2 7 2 0 0 0 0 3 17 1 0 0 0 0 4 15 2 3 0 0 0 4 18 1 0 0 0 0 5 8 1 0 0 0 0 5 16 1 1 0 0 0 6 3 1 1 0 0 0 6 9 1 0 0 0 0 6 19 1 0 0 0 0 7 11 1 0 0 0 0 7 23 1 0 0 0 0 8 10 1 0 0 0 0 8 15 1 6 0 0 0 9 20 1 1 0 0 0 10 9 1 1 0 0 0 10 23 1 0 0 0 0 11 21 2 0 0 0 0 11 22 1 0 0 0 0 12 13 2 0 0 0 0 12 14 1 0 0 0 0 12 16 1 0 0 0 0 13 24 1 0 0 0 0 14 25 1 0 0 0 0 14 26 1 0 0 0 0 16 27 1 0 0 0 0 17 28 1 0 0 0 0 18 29 1 0 0 0 0 19 30 1 0 0 0 0 20 31 1 0 0 0 0 22 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000715
DrugBank	DB00558
ChEMBL	CHEMBL222813
IUPHAR/BPS
PharmaGKB	PA164740891
KEGG Drug	D00902
PubChem CID	60855
ChEBI	50663
CAS Number	139110-80-8

Drug Properties

Molecular Weight	332.13
ALogP	-2.6475
MLogP	1.57
XLogP	-2.058
HDA	11
HBD	8
Rotatable Bonds	14
TPSA	201.71
RO5 Violation	2