NPASS drugs

Drug Information

Drug ID:	NPD1692
Drug Name:	Regadenoson
Molecular Formula:	C15H18N8O5
Canonical SMILES:	OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1nc(nc2N)n1ncc(c1)C(=NC)O
Standard InCHI:	InChI=1S/C15H18N8O5/c1-17-13(27)6-2-19-23(3-6)15-20-11(16)8-12(21-15)22(5-18-8)14-10(26)9(25)7(4-24)28-14/h2-3,5,7,9-10,14,24-26H,4H2,1H3,(H,17,27)(H2,16,20,21)/t7-,9-,10-,14-/m1/s1
Standard InCHIKey:	LZPZPHGJDAGEJZ-AKAIJSEGSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD1692

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	348
0.1-0.2	18765
0.2-0.3	8283
0.3-0.4	2407
0.4-0.5	889
0.5-0.6	98
0.6-0.7	38
0.7-0.8	51
0.8-0.85	11
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
Intermediate Similarity	0.8214	NPC239737
Intermediate Similarity	0.8193	NPC207633
Intermediate Similarity	0.8176	NPC321393
Intermediate Similarity	0.816	NPC189068
Intermediate Similarity	0.811	NPC219313
Intermediate Similarity	0.811	NPC309832
Intermediate Similarity	0.8098	NPC156461
Intermediate Similarity	0.8098	NPC107374
Intermediate Similarity	0.8098	NPC21448
Intermediate Similarity	0.8049	NPC164665
Intermediate Similarity	0.8	NPC269827
Intermediate Similarity	0.7975	NPC229974
Intermediate Similarity	0.7857	NPC150853
Intermediate Similarity	0.7853	NPC161659
Intermediate Similarity	0.7853	NPC317821
Intermediate Similarity	0.7853	NPC209525
Intermediate Similarity	0.7811	NPC85689
Intermediate Similarity	0.7811	NPC185991
Intermediate Similarity	0.7811	NPC211025
Intermediate Similarity	0.7778	NPC174802
Intermediate Similarity	0.7765	NPC472816
Intermediate Similarity	0.7765	NPC321814
Intermediate Similarity	0.7758	NPC314152
Intermediate Similarity	0.7722	NPC326529
Intermediate Similarity	0.7719	NPC212551
Intermediate Similarity	0.7719	NPC302778
Intermediate Similarity	0.7719	NPC130586
Intermediate Similarity	0.7719	NPC164952
Intermediate Similarity	0.7688	NPC313754
Intermediate Similarity	0.7688	NPC311197
Intermediate Similarity	0.7688	NPC226245
Intermediate Similarity	0.7688	NPC54320
Intermediate Similarity	0.768	NPC324198
Intermediate Similarity	0.768	NPC319100
Intermediate Similarity	0.767	NPC323091
Intermediate Similarity	0.7633	NPC121222
Intermediate Similarity	0.763	NPC52238
Intermediate Similarity	0.763	NPC224076
Intermediate Similarity	0.7602	NPC161224
Intermediate Similarity	0.7598	NPC326082
Intermediate Similarity	0.7586	NPC316618
Intermediate Similarity	0.7576	NPC129756
Intermediate Similarity	0.7485	NPC136349
Intermediate Similarity	0.7389	NPC261595
Intermediate Similarity	0.7356	NPC328479
Intermediate Similarity	0.7348	NPC321458
Intermediate Similarity	0.7348	NPC324033
Intermediate Similarity	0.7345	NPC195140
Intermediate Similarity	0.7305	NPC33996
Intermediate Similarity	0.7297	NPC189261
Intermediate Similarity	0.7289	NPC320818
Intermediate Similarity	0.7268	NPC222174
Intermediate Similarity	0.7104	NPC325906
Intermediate Similarity	0.7095	NPC93365
Intermediate Similarity	0.7083	NPC61198
Intermediate Similarity	0.7065	NPC125659
Intermediate Similarity	0.7065	NPC168702
Intermediate Similarity	0.7049	NPC324484
Intermediate Similarity	0.7027	NPC290959
Intermediate Similarity	0.7024	NPC262926
Intermediate Similarity	0.7011	NPC33382
Intermediate Similarity	0.7009	NPC107160
Remote Similarity	0.6968	NPC313897
Remote Similarity	0.6901	NPC30326
Remote Similarity	0.6872	NPC313514
Remote Similarity	0.6864	NPC319221
Remote Similarity	0.6857	NPC89147
Remote Similarity	0.6857	NPC274384
Remote Similarity	0.6848	NPC14590
Remote Similarity	0.6818	NPC64705
Remote Similarity	0.6818	NPC232408
Remote Similarity	0.6805	NPC324009
Remote Similarity	0.68	NPC251233
Remote Similarity	0.68	NPC211820
Remote Similarity	0.6782	NPC186619
Remote Similarity	0.6778	NPC321052
Remote Similarity	0.6761	NPC177169
Remote Similarity	0.6761	NPC317746
Remote Similarity	0.6743	NPC74306
Remote Similarity	0.6743	NPC315642
Remote Similarity	0.6732	NPC157821
Remote Similarity	0.6718	NPC24589
Remote Similarity	0.6716	NPC276373
Remote Similarity	0.6705	NPC318590
Remote Similarity	0.6701	NPC282458
Remote Similarity	0.6701	NPC78941
Remote Similarity	0.6683	NPC5802
Remote Similarity	0.6682	NPC250178
Remote Similarity	0.6457	NPC21461
Remote Similarity	0.6416	NPC57279
Remote Similarity	0.6393	NPC326694
Remote Similarity	0.6384	NPC160666
Remote Similarity	0.6333	NPC103388
Remote Similarity	0.625	NPC321929
Remote Similarity	0.6228	NPC158055
Remote Similarity	0.619	NPC327579
Remote Similarity	0.6102	NPC324815
Remote Similarity	0.6034	NPC314774
Remote Similarity	0.6034	NPC315126
Remote Similarity	0.6012	NPC248007
Remote Similarity	0.5943	NPC150447
Remote Similarity	0.5916	NPC472834
Remote Similarity	0.5843	NPC104011
Remote Similarity	0.5838	NPC139776
Remote Similarity	0.5793	NPC476564
Remote Similarity	0.5764	NPC164845
Remote Similarity	0.5754	NPC287876
Remote Similarity	0.5754	NPC246193
Remote Similarity	0.5706	NPC174114
Remote Similarity	0.5706	NPC87981
Remote Similarity	0.5698	NPC14330
Remote Similarity	0.5698	NPC68938
Remote Similarity	0.5646	NPC265111
Remote Similarity	0.5604	NPC473585

Drug Structure

NPD1692 OpenBabel08211701082D 34 37 0 0 1 0 0 0 0 0999 V2000 -2.8907 3.1341 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5827 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1045 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5491 3.3292 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1369 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0827 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8581 2.3781 0.0000 C 0 0 2 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 4.8092 2.0691 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.8092 1.0691 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4894 2.1160 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8581 0.7601 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 1.7321 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.4839 2.2205 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.5491 -1.8090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.9135 -0.4067 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 1.7321 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.5491 -0.1910 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 4.2183 4.0723 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.6182 2.6569 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.6182 0.4813 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9016 2.9250 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.2704 1.5691 0.0000 O 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 2.5981 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1964 3.8644 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.5318 2.2501 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.5318 0.8880 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0929 2.8205 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 17 1 0 0 0 0 2 6 1 0 0 0 0 2 19 2 0 0 0 0 3 6 2 0 0 0 0 3 23 1 0 0 0 0 4 24 1 0 0 0 0 5 18 2 0 0 0 0 5 22 1 0 0 0 0 6 13 1 0 0 0 0 7 4 1 6 0 0 0 7 9 1 0 0 0 0 7 28 1 0 0 0 0 8 11 2 0 0 0 0 8 12 1 0 0 0 0 8 18 1 0 0 0 0 9 10 1 0 0 0 0 9 25 1 1 0 0 0 10 14 1 0 0 0 0 10 26 1 1 0 0 0 11 16 1 0 0 0 0 11 20 1 0 0 0 0 12 21 2 0 0 0 0 12 22 1 0 0 0 0 13 17 2 3 0 0 0 13 27 1 0 0 0 0 14 22 1 6 0 0 0 14 28 1 0 0 0 0 15 20 2 0 0 0 0 15 21 1 0 0 0 0 15 23 1 0 0 0 0 16 29 1 0 0 0 0 16 30 1 0 0 0 0 19 23 1 0 0 0 0 24 31 1 0 0 0 0 25 32 1 0 0 0 0 26 33 1 0 0 0 0 27 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNAP001677
DrugBank	DB06213
ChEMBL	CHEMBL317052
IUPHAR/BPS	5596
PharmaGKB
KEGG Drug	D05711
PubChem CID	219024
ChEBI	135613
CAS Number	313348-27-5

Drug Properties

Molecular Weight	390.14
ALogP	-2.5815
MLogP	1.68
XLogP	-1.97
HDA	13
HBD	5
Rotatable Bonds	10
TPSA	189.43
RO5 Violation	1