NPASS drugs

Drug Information

Drug ID:	NPD193
Drug Name:	lodenosine
Molecular Formula:	C10H12FN5O2
Canonical SMILES:	OC[C@@H]1C[C@@H]([C@@H](O1)n1cnc2c1ncnc2N)F
Standard InCHI:	"InChI=1S/C10H12FN5O2/c11-6-1-5(2-17)18-10(6)16-4-15-7-8(12)13-3-14-9(7)16/h3-6,10,17H,1-2H2,(H2,12,13,14)/t5-,6-,10+/m0/s1"
Standard InCHIKey:	KBEMFSMODRNJHE-JFWOZONXSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD193

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	161813
0.1-0.2	49048
0.2-0.3	270
0.3-0.4	355
0.4-0.5	186
0.5-0.6	29
0.6-0.7	22
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	0.7037	NPC545007
Remote Similarity	0.6552	NPC229974
Remote Similarity	0.6552	NPC292506
Remote Similarity	0.6441	NPC14079
Remote Similarity	0.6271	NPC209525
Remote Similarity	0.6271	NPC236015
Remote Similarity	0.6271	NPC161659
Remote Similarity	0.6271	NPC137784
Remote Similarity	0.6271	NPC567109
Remote Similarity	0.6271	NPC602314
Remote Similarity	0.6102	NPC156461
Remote Similarity	0.6102	NPC322476
Remote Similarity	0.6102	NPC33996
Remote Similarity	0.6102	NPC107374
Remote Similarity	0.6102	NPC2499
Remote Similarity	0.6102	NPC532382
Remote Similarity	0.6102	NPC584269
Remote Similarity	0.6102	NPC600382
Remote Similarity	0.6102	NPC601515
Remote Similarity	0.6102	NPC605359
Remote Similarity	0.6102	NPC609539
Remote Similarity	0.6102	NPC612067
Remote Similarity	0.6034	NPC317821
Remote Similarity	0.5902	NPC558524
Remote Similarity	0.5902	NPC574345
Remote Similarity	0.5902	NPC609472
Remote Similarity	0.5806	NPC309832
Remote Similarity	0.5538	NPC71439
Remote Similarity	0.5538	NPC514003
Remote Similarity	0.5455	NPC326964
Remote Similarity	0.5455	NPC317808
Remote Similarity	0.5455	NPC542450
Remote Similarity	0.5397	NPC206988
Remote Similarity	0.5385	NPC136349
Remote Similarity	0.5385	NPC219313
Remote Similarity	0.5385	NPC525749
Remote Similarity	0.5373	NPC211025
Remote Similarity	0.5373	NPC85689
Remote Similarity	0.5373	NPC326963
Remote Similarity	0.5373	NPC499157
Remote Similarity	0.5303	NPC578663
Remote Similarity	0.5217	NPC323828
Remote Similarity	0.5205	NPC504461
Remote Similarity	0.5143	NPC328479
Remote Similarity	0.5143	NPC121222
Remote Similarity	0.5143	NPC212549
Remote Similarity	0.5143	NPC317920
Remote Similarity	0.5143	NPC604652
Remote Similarity	0.5135	NPC320051
Remote Similarity	0.5072	NPC177964
Remote Similarity	0.507	NPC164952
Remote Similarity	0.507	NPC505783

Drug Structure

NPD193 OpenBabel08201723122D 21 23 0 0 1 0 0 0 0 0999 V2000 0.6581 1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7796 0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3305 2.6303 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1280 -0.4523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.3364 1.5827 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.3305 0.6303 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1965 1.1303 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4644 1.1303 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7431 0.6691 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8364 2.4487 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -5.0625 0.6303 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.1965 2.1303 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.4644 2.1303 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.1226 -0.3478 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7213 0.4612 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.8841 -0.9013 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 -5.9285 1.1303 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.0625 -0.3697 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.7976 -1.3080 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 1 6 1 0 0 0 0 2 17 1 0 0 0 0 3 13 2 0 0 0 0 3 14 1 0 0 0 0 4 15 2 0 0 0 0 4 16 1 0 0 0 0 5 2 1 1 0 0 0 5 18 1 0 0 0 0 6 10 1 0 0 0 0 6 11 1 1 0 0 0 7 8 2 0 0 0 0 7 9 1 0 0 0 0 7 15 1 0 0 0 0 8 12 1 0 0 0 0 8 13 1 0 0 0 0 9 14 2 0 0 0 0 9 16 1 0 0 0 0 10 16 1 1 0 0 0 10 18 1 0 0 0 0 12 19 1 0 0 0 0 12 20 1 0 0 0 0 17 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB011572
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	0
ChEBI
CAS Number

Drug Properties

Molecular Weight	253.1
ALogP	-1.1164
MLogP	1.68
XLogP	-0.463
HDA	7
HBD	2
Rotatable Bonds	5
TPSA	99.08
RO5 Violation	0