NPASS drugs

Drug Information

Drug ID:	NPD9555
Drug Name:	Fiacitabine
Molecular Formula:	C9H11FIN3O4
Canonical SMILES:	OC[C@H]1O[C@H]([C@H]([C@@H]1O)F)n1cc(I)c(=N)nc1O
Standard InCHI:	InChI=1S/C9H11FIN3O4/c10-5-6(16)4(2-15)18-8(5)14-1-3(11)7(12)13-9(14)17/h1,4-6,8,15-16H,2H2,(H2,12,13,17)/t4-,5+,6-,8-/m1/s1
Standard InCHIKey:	GIMSJJHKKXRFGV-BYPJNBLXSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD9555

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	53
0.1-0.2	11805
0.2-0.3	16594
0.3-0.4	2015
0.4-0.5	340
0.5-0.6	46
0.6-0.7	21
0.7-0.8	11
0.8-0.85	2
0.85-0.9	3
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	0.8902	NPC229249
High Similarity	0.8588	NPC190334
High Similarity	0.8588	NPC62927
Intermediate Similarity	0.8488	NPC328806
Intermediate Similarity	0.8022	NPC329384
Intermediate Similarity	0.7935	NPC280946
Intermediate Similarity	0.7935	NPC226769
Intermediate Similarity	0.7935	NPC6166
Intermediate Similarity	0.7849	NPC120887
Intermediate Similarity	0.7849	NPC90240
Intermediate Similarity	0.7766	NPC328779
Intermediate Similarity	0.7604	NPC328914
Intermediate Similarity	0.7262	NPC315806
Intermediate Similarity	0.7111	NPC106780
Intermediate Similarity	0.7033	NPC71339
Intermediate Similarity	0.7033	NPC112842
Remote Similarity	0.6882	NPC89051
Remote Similarity	0.6882	NPC43246
Remote Similarity	0.6809	NPC163352
Remote Similarity	0.6809	NPC210456
Remote Similarity	0.6667	NPC315063
Remote Similarity	0.6667	NPC171116
Remote Similarity	0.6598	NPC324390
Remote Similarity	0.6531	NPC327344
Remote Similarity	0.6531	NPC322594
Remote Similarity	0.6531	NPC320249
Remote Similarity	0.6444	NPC329077
Remote Similarity	0.64	NPC17892
Remote Similarity	0.64	NPC318166
Remote Similarity	0.64	NPC324516
Remote Similarity	0.64	NPC36985
Remote Similarity	0.6374	NPC325902
Remote Similarity	0.6337	NPC317639
Remote Similarity	0.6337	NPC73765
Remote Similarity	0.6337	NPC283698
Remote Similarity	0.6333	NPC469972
Remote Similarity	0.6283	NPC313813
Remote Similarity	0.5938	NPC319753
Remote Similarity	0.5918	NPC325723
Remote Similarity	0.5766	NPC329277
Remote Similarity	0.5748	NPC318142
Remote Similarity	0.5664	NPC149843
Remote Similarity	0.5664	NPC155087

Drug Structure

NPD9555 OpenBabel08211713452D 22 23 0 0 1 0 0 0 0 0999 V2000 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4432 -0.7319 0.0000 C 0 0 0 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 2.4487 -0.8364 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.9706 -1.4945 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.9487 -1.7024 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 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 -0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2274 -2.1637 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 I 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.0310 -1.5409 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.3554 -2.6160 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7796 -0.0933 0.0000 O 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 3.6243 -2.4544 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7677 -3.4250 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 2 0 0 0 0 1 14 1 0 0 0 0 2 15 1 0 0 0 0 3 7 1 0 0 0 0 3 11 1 0 0 0 0 4 2 1 6 0 0 0 4 6 1 0 0 0 0 4 18 1 0 0 0 0 5 6 1 0 0 0 0 5 8 1 0 0 0 0 5 10 1 6 0 0 0 6 16 1 1 0 0 0 7 12 2 0 0 0 0 7 13 1 0 0 0 0 8 14 1 6 0 0 0 8 18 1 0 0 0 0 9 13 2 0 0 0 0 9 14 1 0 0 0 0 9 17 1 0 0 0 0 12 19 1 0 0 0 0 15 20 1 0 0 0 0 16 21 1 0 0 0 0 17 22 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	370.98
ALogP	-1.0591
MLogP	1.46
XLogP	1.162
HDA	7
HBD	4
Rotatable Bonds	7
TPSA	109.37
RO5 Violation	0