NPASS drugs

Drug Information

Drug ID:	NPD171
Drug Name:	GS-9148
Molecular Formula:	C10H11FN5O5P
Canonical SMILES:	FC1=C[C@H](O[C@H]1n1cnc2c1ncnc2N)OCP(=O)(O)O
Standard InCHI:	InChI=1S/C10H11FN5O5P/c11-5-1-6(20-4-22(17,18)19)21-10(5)16-3-15-7-8(12)13-2-14-9(7)16/h1-3,6,10H,4H2,(H2,12,13,14)(H2,17,18,19)/t6-,10+/m0/s1
Standard InCHIKey:	MPSGQQOHTJUJKB-QUBYGPBYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD171

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	594
0.1-0.2	23906
0.2-0.3	3973
0.3-0.4	2068
0.4-0.5	172
0.5-0.6	76
0.6-0.7	74
0.7-0.8	27
0.8-0.85	0
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	0.7451	NPC121222
Intermediate Similarity	0.7391	NPC323091
Intermediate Similarity	0.7329	NPC57279
Intermediate Similarity	0.7308	NPC85689
Intermediate Similarity	0.7308	NPC211025
Intermediate Similarity	0.7308	NPC161224
Intermediate Similarity	0.7308	NPC185991
Intermediate Similarity	0.7261	NPC321814
Intermediate Similarity	0.7215	NPC164952
Intermediate Similarity	0.7215	NPC130586
Intermediate Similarity	0.7215	NPC302778
Intermediate Similarity	0.7215	NPC212551
Intermediate Similarity	0.717	NPC174802
Intermediate Similarity	0.7152	NPC129756
Intermediate Similarity	0.7125	NPC224076
Intermediate Similarity	0.7105	NPC317821
Intermediate Similarity	0.7105	NPC209525
Intermediate Similarity	0.7105	NPC161659
Intermediate Similarity	0.7086	NPC33996
Intermediate Similarity	0.7081	NPC226245
Intermediate Similarity	0.7081	NPC316618
Intermediate Similarity	0.7032	NPC107374
Intermediate Similarity	0.7032	NPC21448
Intermediate Similarity	0.7032	NPC156461
Intermediate Similarity	0.7025	NPC150853
Intermediate Similarity	0.7013	NPC314152
Intermediate Similarity	0.7013	NPC229974
Remote Similarity	0.6987	NPC189068
Remote Similarity	0.6987	NPC164665
Remote Similarity	0.6975	NPC239737
Remote Similarity	0.6943	NPC269827
Remote Similarity	0.6943	NPC309832
Remote Similarity	0.6943	NPC219313
Remote Similarity	0.6917	NPC174114
Remote Similarity	0.6917	NPC87981
Remote Similarity	0.6889	NPC476564
Remote Similarity	0.6846	NPC104011
Remote Similarity	0.675	NPC136349
Remote Similarity	0.6733	NPC246193
Remote Similarity	0.6728	NPC472816
Remote Similarity	0.6706	NPC326082
Remote Similarity	0.6686	NPC473585
Remote Similarity	0.6686	NPC261595
Remote Similarity	0.6647	NPC321458
Remote Similarity	0.6647	NPC324033
Remote Similarity	0.6643	NPC312187
Remote Similarity	0.6643	NPC4837
Remote Similarity	0.6629	NPC265111
Remote Similarity	0.6626	NPC207633
Remote Similarity	0.6626	NPC328479
Remote Similarity	0.6552	NPC326529
Remote Similarity	0.6522	NPC18335
Remote Similarity	0.6514	NPC319100
Remote Similarity	0.6514	NPC324198
Remote Similarity	0.6514	NPC189261
Remote Similarity	0.6506	NPC52238
Remote Similarity	0.6467	NPC313754
Remote Similarity	0.6467	NPC311197
Remote Similarity	0.6467	NPC54320
Remote Similarity	0.6433	NPC324484
Remote Similarity	0.6429	NPC195140
Remote Similarity	0.64	NPC248007
Remote Similarity	0.6395	NPC325906
Remote Similarity	0.6392	NPC296437
Remote Similarity	0.637	NPC68938
Remote Similarity	0.6352	NPC470266
Remote Similarity	0.6322	NPC290959
Remote Similarity	0.6316	NPC276373
Remote Similarity	0.6283	NPC5802
Remote Similarity	0.6273	NPC476528
Remote Similarity	0.6273	NPC476433
Remote Similarity	0.625	NPC157821
Remote Similarity	0.625	NPC472834
Remote Similarity	0.6235	NPC476520
Remote Similarity	0.6235	NPC476522
Remote Similarity	0.6235	NPC474986
Remote Similarity	0.6235	NPC476013
Remote Similarity	0.622	NPC476408
Remote Similarity	0.62	NPC139776
Remote Similarity	0.6196	NPC476521
Remote Similarity	0.6194	NPC287876
Remote Similarity	0.6176	NPC93365
Remote Similarity	0.6129	NPC14330
Remote Similarity	0.6125	NPC30326
Remote Similarity	0.612	NPC24589
Remote Similarity	0.6118	NPC472833
Remote Similarity	0.6111	NPC186619
Remote Similarity	0.6101	NPC320818
Remote Similarity	0.6098	NPC89147
Remote Similarity	0.6098	NPC274384
Remote Similarity	0.604	NPC189314
Remote Similarity	0.6037	NPC318590
Remote Similarity	0.6037	NPC211820
Remote Similarity	0.6037	NPC251233
Remote Similarity	0.6022	NPC78941
Remote Similarity	0.6022	NPC282458
Remote Similarity	0.6022	NPC313514
Remote Similarity	0.6012	NPC18308
Remote Similarity	0.6012	NPC472832
Remote Similarity	0.6	NPC317746
Remote Similarity	0.6	NPC177169
Remote Similarity	0.5964	NPC64705
Remote Similarity	0.5964	NPC232408
Remote Similarity	0.596	NPC327579
Remote Similarity	0.5915	NPC476561
Remote Similarity	0.5909	NPC109322
Remote Similarity	0.5893	NPC244700
Remote Similarity	0.5871	NPC180493
Remote Similarity	0.5843	NPC217656
Remote Similarity	0.5839	NPC262926
Remote Similarity	0.5833	NPC476099
Remote Similarity	0.5824	NPC326694
Remote Similarity	0.5824	NPC313897
Remote Similarity	0.5808	NPC89139
Remote Similarity	0.5802	NPC61198
Remote Similarity	0.5742	NPC5707
Remote Similarity	0.5701	NPC21461
Remote Similarity	0.568	NPC197068
Remote Similarity	0.5674	NPC14590
Remote Similarity	0.5667	NPC256849
Remote Similarity	0.5665	NPC321052
Remote Similarity	0.5634	NPC107160
Remote Similarity	0.5629	NPC313547
Remote Similarity	0.5617	NPC324009
Remote Similarity	0.5616	NPC476562

Drug Structure

NPD171 OpenBabel08201723122D 26 28 0 0 1 0 0 0 0 0999 V2000 -1.8366 0.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1694 3.3283 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9784 0.0250 0.0000 C 0 0 0 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 -2.8147 -0.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.7874 1.4262 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4565 2.1694 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8092 1.6341 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3147 0.6636 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.2215 -1.1160 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -7.4347 1.9615 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.1475 3.1204 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.5002 2.5852 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.8919 0.4317 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3092 0.7681 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 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 -2.6456 1.4067 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 P 0 0 0 0 0 0 0 0 0 0 0 0 -8.1038 2.7046 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.7437 1.0104 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 2 0 0 0 0 1 6 1 0 0 0 0 2 13 2 0 0 0 0 2 14 1 0 0 0 0 3 15 2 0 0 0 0 3 16 1 0 0 0 0 4 20 1 0 0 0 0 4 22 1 0 0 0 0 5 10 1 0 0 0 0 5 11 1 0 0 0 0 6 20 1 6 0 0 0 6 21 1 0 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 6 0 0 0 10 21 1 0 0 0 0 12 23 1 0 0 0 0 12 24 1 0 0 0 0 17 22 1 0 0 0 0 17 25 1 0 0 0 0 18 22 1 0 0 0 0 18 26 1 0 0 0 0 19 22 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB002639
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	331.05
ALogP	-0.9092
MLogP	1.24
XLogP	-2.034
HDA	10
HBD	3
Rotatable Bonds	8
TPSA	155.42
RO5 Violation	0