NPASS drugs

Drug Information

Drug ID:	NPD220
Drug Name:
Molecular Formula:	C10H12N4O5
Canonical SMILES:	OC[C@H]1OC([C@@H]([C@@H]1O)O)n1cnc2c1ncnc2O
Standard InCHI:	"InChI=1S/C10H12N4O5/c15-1-4-6(16)7(17)10(19-4)14-3-13-5-8(14)11-2-12-9(5)18/h2-4,6-7,10,15-17H,1H2,(H,11,12,18)/t4-,6-,7-,10?/m1/s1"
Standard InCHIKey:	UGQMRVRMYYASKQ-VTHZCTBJSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD220

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	136753
0.1-0.2	73438
0.2-0.3	1098
0.3-0.4	255
0.4-0.5	132
0.5-0.6	37
0.6-0.7	19
0.7-0.8	2
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	3

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
High Similarity	1.0	NPC54320
High Similarity	1.0	NPC79321
High Similarity	1.0	NPC546842
Intermediate Similarity	0.7593	NPC559744
Intermediate Similarity	0.7069	NPC261595
Remote Similarity	0.6852	NPC52238
Remote Similarity	0.6852	NPC311197
Remote Similarity	0.6545	NPC94454
Remote Similarity	0.6508	NPC324033
Remote Similarity	0.625	NPC156461
Remote Similarity	0.625	NPC322476
Remote Similarity	0.625	NPC107374
Remote Similarity	0.625	NPC2499
Remote Similarity	0.625	NPC532382
Remote Similarity	0.625	NPC584269
Remote Similarity	0.625	NPC600382
Remote Similarity	0.625	NPC605359
Remote Similarity	0.625	NPC609539
Remote Similarity	0.625	NPC612067
Remote Similarity	0.6212	NPC321458
Remote Similarity	0.6182	NPC207633
Remote Similarity	0.6182	NPC517412
Remote Similarity	0.6182	NPC543666
Remote Similarity	0.6071	NPC485738
Remote Similarity	0.5862	NPC589406
Remote Similarity	0.5862	NPC608634
Remote Similarity	0.5857	NPC484200
Remote Similarity	0.5775	NPC484197
Remote Similarity	0.5763	NPC265392
Remote Similarity	0.5738	NPC7092
Remote Similarity	0.5692	NPC136075
Remote Similarity	0.5614	NPC320818
Remote Similarity	0.5614	NPC328177
Remote Similarity	0.5538	NPC239737
Remote Similarity	0.5538	NPC165007
Remote Similarity	0.5538	NPC145558
Remote Similarity	0.5538	NPC528862
Remote Similarity	0.55	NPC260084
Remote Similarity	0.55	NPC257600
Remote Similarity	0.55	NPC164665
Remote Similarity	0.5424	NPC110907
Remote Similarity	0.5373	NPC27600
Remote Similarity	0.5373	NPC261323
Remote Similarity	0.5373	NPC527816
Remote Similarity	0.5373	NPC578146
Remote Similarity	0.5333	NPC589064
Remote Similarity	0.5333	NPC609036
Remote Similarity	0.5312	NPC490907
Remote Similarity	0.5224	NPC552222
Remote Similarity	0.5224	NPC598126
Remote Similarity	0.5161	NPC269827
Remote Similarity	0.5161	NPC189068
Remote Similarity	0.5161	NPC589892
Remote Similarity	0.5161	NPC602648
Remote Similarity	0.5143	NPC40958
Remote Similarity	0.5085	NPC317821
Remote Similarity	0.5077	NPC595194
Remote Similarity	0.5072	NPC525371
Remote Similarity	0.5072	NPC558653
Remote Similarity	0.507	NPC250178
Remote Similarity	0.507	NPC604295

Drug Structure

NPD220 OpenBabel08201723122D 23 25 0 0 1 0 0 0 0 0999 V2000 1.6637 0.6386 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9941 1.0477 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7916 -2.0350 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9945 -0.1045 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.9941 -0.9523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2024 -1.0827 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 -2.1280 -0.4523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8601 -0.4523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4067 -0.9135 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -2.1280 0.5477 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.8601 0.5477 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.7861 -1.9305 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.3849 -1.1215 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.6418 0.4307 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1160 -1.4894 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.2319 -2.5772 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.7261 -0.9523 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 2.9508 -0.5204 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2205 -2.4839 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0409 -3.1650 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.5921 -0.4523 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 15 1 0 0 0 0 2 11 2 0 0 0 0 2 12 1 0 0 0 0 3 13 2 0 0 0 0 3 14 1 0 0 0 0 4 1 1 6 0 0 0 4 6 1 0 0 0 0 4 19 1 0 0 0 0 5 8 2 0 0 0 0 5 9 1 0 0 0 0 5 13 1 0 0 0 0 6 7 1 0 0 0 0 6 16 1 1 0 0 0 7 10 1 0 0 0 0 7 17 1 1 0 0 0 8 11 1 0 0 0 0 8 14 1 0 0 0 0 9 12 2 0 0 0 0 9 18 1 0 0 0 0 10 14 1 0 0 0 0 10 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 18 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000136
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6708742
ChEBI
CAS Number

Drug Properties

Molecular Weight	268.08
ALogP	-1.9895
MLogP	1.57
XLogP	-1.742
HDA	8
HBD	4
Rotatable Bonds	6
TPSA	133.75
RO5 Violation	0