NPASS drugs

Drug Information

Drug ID:	NPD1369
Drug Name:	Tecadenoson
Molecular Formula:	C14H19N5O5
Canonical SMILES:	OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1ncnc2N[C@H]1COCC1
Standard InCHI:	"InChI=1S/C14H19N5O5/c20-3-8-10(21)11(22)14(24-8)19-6-17-9-12(15-5-16-13(9)19)18-7-1-2-23-4-7/h5-8,10-11,14,20-22H,1-4H2,(H,15,16,18)/t7-,8-,10-,11-,14-/m1/s1"
Standard InCHIKey:	OESBDSFYJMDRJY-BAYCTPFLSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD1369

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	141015
0.1-0.2	69583
0.2-0.3	662
0.3-0.4	254
0.4-0.5	147
0.5-0.6	37
0.6-0.7	29
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	0.7031	NPC7092
Remote Similarity	0.6957	NPC525371
Remote Similarity	0.6667	NPC552222
Remote Similarity	0.6667	NPC598126
Remote Similarity	0.6522	NPC239737
Remote Similarity	0.6522	NPC165007
Remote Similarity	0.6522	NPC145558
Remote Similarity	0.6522	NPC528862
Remote Similarity	0.6508	NPC156461
Remote Similarity	0.6508	NPC322476
Remote Similarity	0.6508	NPC107374
Remote Similarity	0.6508	NPC2499
Remote Similarity	0.6508	NPC532382
Remote Similarity	0.6508	NPC584269
Remote Similarity	0.6508	NPC600382
Remote Similarity	0.6508	NPC605359
Remote Similarity	0.6508	NPC609539
Remote Similarity	0.6508	NPC612067
Remote Similarity	0.6479	NPC558653
Remote Similarity	0.6389	NPC195140
Remote Similarity	0.6338	NPC27600
Remote Similarity	0.6338	NPC261323
Remote Similarity	0.6338	NPC527816
Remote Similarity	0.6338	NPC578146
Remote Similarity	0.6104	NPC567958
Remote Similarity	0.6081	NPC40958
Remote Similarity	0.6027	NPC541250
Remote Similarity	0.6027	NPC570461
Remote Similarity	0.6	NPC250178
Remote Similarity	0.6	NPC604295
Remote Similarity	0.5867	NPC132492
Remote Similarity	0.5867	NPC329209
Remote Similarity	0.5823	NPC283520
Remote Similarity	0.5696	NPC102777
Remote Similarity	0.5696	NPC584312
Remote Similarity	0.5663	NPC512727
Remote Similarity	0.5663	NPC517687
Remote Similarity	0.5634	NPC519006
Remote Similarity	0.5634	NPC605318
Remote Similarity	0.5571	NPC136349
Remote Similarity	0.5571	NPC219313
Remote Similarity	0.5571	NPC525749
Remote Similarity	0.5541	NPC328479
Remote Similarity	0.5541	NPC604652
Remote Similarity	0.5476	NPC323622
Remote Similarity	0.5476	NPC559631
Remote Similarity	0.5455	NPC317821
Remote Similarity	0.5412	NPC493952
Remote Similarity	0.5366	NPC565915
Remote Similarity	0.5349	NPC542905
Remote Similarity	0.5278	NPC514003
Remote Similarity	0.5278	NPC561547
Remote Similarity	0.5278	NPC578663
Remote Similarity	0.525	NPC566076
Remote Similarity	0.525	NPC605894
Remote Similarity	0.5233	NPC525821
Remote Similarity	0.5217	NPC229974
Remote Similarity	0.5217	NPC292506
Remote Similarity	0.5205	NPC542450
Remote Similarity	0.519	NPC324484
Remote Similarity	0.5147	NPC54320
Remote Similarity	0.5147	NPC79321
Remote Similarity	0.5147	NPC546842
Remote Similarity	0.5122	NPC515470
Remote Similarity	0.5119	NPC278925
Remote Similarity	0.5067	NPC177964
Remote Similarity	0.5067	NPC316865

Drug Structure

NPD1369 OpenBabel08211700192D 28 31 0 0 1 0 0 0 0 0999 V2000 -6.0331 -2.1249 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0112 -2.3328 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 -6.8421 -0.7236 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 -5.9285 -1.1303 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 -3.3305 -0.6303 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6581 -1.4781 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.3364 -1.5827 0.0000 C 0 0 2 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 -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 -5.0625 -0.6303 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 1.3272 -2.2213 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8364 -2.4487 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.5112 -1.4668 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 -5.0625 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 1.0182 -3.1723 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.8364 -2.4487 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 7 1 0 0 0 0 2 23 1 0 0 0 0 3 20 1 0 0 0 0 4 7 1 0 0 0 0 4 23 1 0 0 0 0 5 15 2 0 0 0 0 5 16 1 0 0 0 0 6 17 2 0 0 0 0 6 19 1 0 0 0 0 7 18 1 6 0 0 0 8 3 1 6 0 0 0 8 10 1 0 0 0 0 8 24 1 0 0 0 0 9 12 2 0 0 0 0 9 13 1 0 0 0 0 9 17 1 0 0 0 0 10 11 1 0 0 0 0 10 21 1 1 0 0 0 11 14 1 0 0 0 0 11 22 1 1 0 0 0 12 15 1 0 0 0 0 12 18 1 0 0 0 0 13 16 2 0 0 0 0 13 19 1 0 0 0 0 14 19 1 6 0 0 0 14 24 1 0 0 0 0 18 25 1 0 0 0 0 20 26 1 0 0 0 0 21 27 1 0 0 0 0 22 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000313
DrugBank	DB04954
ChEMBL	CHEMBL392149
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	158795
ChEBI
CAS Number	204512-90-3

Drug Properties

Molecular Weight	337.14
ALogP	-2.4189
MLogP	1.9
XLogP	-1.424
HDA	10
HBD	4
Rotatable Bonds	7
TPSA	134.78
RO5 Violation	0