NPASS drugs

Drug Information

Drug ID:	NPD2152
Drug Name:
Molecular Formula:	C16H21N5O4
Canonical SMILES:	O[C@@H]1[C@@H](CNCc2ccccc2)O[C@H]([C@@H]1O)n1cnc(c1N)C(=N)O
Standard InCHI:	InChI=1S/C16H21N5O4/c17-14-11(15(18)24)20-8-21(14)16-13(23)12(22)10(25-16)7-19-6-9-4-2-1-3-5-9/h1-5,8,10,12-13,16,19,22-23H,6-7,17H2,(H2,18,24)/t10-,12-,13-,16-/m1/s1
Standard InCHIKey:	LECUGLHMNZTZQB-XNIJJKJLSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2152

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	263
0.1-0.2	2395
0.2-0.3	11063
0.3-0.4	12099
0.4-0.5	2851
0.5-0.6	1906
0.6-0.7	301
0.7-0.8	11
0.8-0.85	1
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	0.8325	NPC250178
Intermediate Similarity	0.7907	NPC469975
Intermediate Similarity	0.7837	NPC160666
Intermediate Similarity	0.7524	NPC107160
Intermediate Similarity	0.7395	NPC158055
Intermediate Similarity	0.7336	NPC21461
Intermediate Similarity	0.7156	NPC223223
Intermediate Similarity	0.7127	NPC239737
Intermediate Similarity	0.7069	NPC74306
Intermediate Similarity	0.7069	NPC315642
Intermediate Similarity	0.7014	NPC238945
Intermediate Similarity	0.7	NPC282531
Remote Similarity	0.6995	NPC54537
Remote Similarity	0.699	NPC313514
Remote Similarity	0.6959	NPC262926
Remote Similarity	0.6957	NPC71238
Remote Similarity	0.6927	NPC103388
Remote Similarity	0.6919	NPC61198
Remote Similarity	0.6867	NPC150447
Remote Similarity	0.6857	NPC242923
Remote Similarity	0.6857	NPC54981
Remote Similarity	0.6833	NPC89987
Remote Similarity	0.6825	NPC168702
Remote Similarity	0.6825	NPC125659
Remote Similarity	0.6774	NPC138018
Remote Similarity	0.6754	NPC222174
Remote Similarity	0.6744	NPC324009
Remote Similarity	0.6724	NPC320818
Remote Similarity	0.6723	NPC186619
Remote Similarity	0.6705	NPC319221
Remote Similarity	0.6704	NPC317746
Remote Similarity	0.6703	NPC150853
Remote Similarity	0.6667	NPC232408
Remote Similarity	0.6667	NPC64705
Remote Similarity	0.6649	NPC317054
Remote Similarity	0.6648	NPC318590
Remote Similarity	0.6648	NPC30326
Remote Similarity	0.6648	NPC251233
Remote Similarity	0.6648	NPC211820
Remote Similarity	0.6638	NPC477795
Remote Similarity	0.6638	NPC477796
Remote Similarity	0.6638	NPC477806
Remote Similarity	0.6638	NPC477805
Remote Similarity	0.6636	NPC282247
Remote Similarity	0.6636	NPC308906
Remote Similarity	0.6636	NPC54744
Remote Similarity	0.6633	NPC188387
Remote Similarity	0.6633	NPC163421
Remote Similarity	0.6633	NPC62510
Remote Similarity	0.663	NPC309832
Remote Similarity	0.662	NPC320968
Remote Similarity	0.6611	NPC156461
Remote Similarity	0.6611	NPC21448
Remote Similarity	0.6611	NPC274384
Remote Similarity	0.6611	NPC177169
Remote Similarity	0.6611	NPC89147
Remote Similarity	0.6611	NPC107374
Remote Similarity	0.6597	NPC33382
Remote Similarity	0.6592	NPC69843
Remote Similarity	0.6575	NPC189068
Remote Similarity	0.6575	NPC164665
Remote Similarity	0.6574	NPC147983
Remote Similarity	0.6574	NPC177996
Remote Similarity	0.6546	NPC470498
Remote Similarity	0.6538	NPC269827
Remote Similarity	0.6538	NPC219313
Remote Similarity	0.6528	NPC319456
Remote Similarity	0.6512	NPC471603
Remote Similarity	0.6505	NPC292361
Remote Similarity	0.65	NPC229974
Remote Similarity	0.6483	NPC314882
Remote Similarity	0.6482	NPC314394
Remote Similarity	0.648	NPC161659
Remote Similarity	0.648	NPC209525
Remote Similarity	0.648	NPC317821
Remote Similarity	0.6477	NPC49217
Remote Similarity	0.6458	NPC78375
Remote Similarity	0.6458	NPC162268
Remote Similarity	0.6458	NPC476446
Remote Similarity	0.6458	NPC469813
Remote Similarity	0.6456	NPC280638
Remote Similarity	0.6453	NPC75544
Remote Similarity	0.645	NPC472110
Remote Similarity	0.645	NPC472109
Remote Similarity	0.6441	NPC64216
Remote Similarity	0.6436	NPC52238
Remote Similarity	0.6429	NPC476492
Remote Similarity	0.6429	NPC323244
Remote Similarity	0.6413	NPC313884
Remote Similarity	0.6413	NPC35761
Remote Similarity	0.6413	NPC98371
Remote Similarity	0.6411	NPC474767
Remote Similarity	0.6409	NPC314152
Remote Similarity	0.6402	NPC311197
Remote Similarity	0.6402	NPC54320
Remote Similarity	0.6402	NPC313754
Remote Similarity	0.64	NPC237978
Remote Similarity	0.6398	NPC85689
Remote Similarity	0.6398	NPC185991
Remote Similarity	0.6398	NPC211025
Remote Similarity	0.6396	NPC313897
Remote Similarity	0.6393	NPC472285
Remote Similarity	0.6388	NPC328924
Remote Similarity	0.6387	NPC300238
Remote Similarity	0.6383	NPC174802
Remote Similarity	0.6382	NPC141377
Remote Similarity	0.6379	NPC171393
Remote Similarity	0.6379	NPC295452
Remote Similarity	0.6373	NPC472289
Remote Similarity	0.6373	NPC40779
Remote Similarity	0.6372	NPC115595
Remote Similarity	0.6368	NPC130570
Remote Similarity	0.6368	NPC48938
Remote Similarity	0.6368	NPC195140
Remote Similarity	0.6364	NPC207633
Remote Similarity	0.6364	NPC328479
Remote Similarity	0.6364	NPC321814
Remote Similarity	0.6364	NPC472816
Remote Similarity	0.6354	NPC14590
Remote Similarity	0.6351	NPC475506
Remote Similarity	0.634	NPC41333
Remote Similarity	0.6335	NPC212742
Remote Similarity	0.6333	NPC129756
Remote Similarity	0.633	NPC164952
Remote Similarity	0.633	NPC302778
Remote Similarity	0.633	NPC212551
Remote Similarity	0.633	NPC130586
Remote Similarity	0.6324	NPC121222
Remote Similarity	0.6321	NPC71079
Remote Similarity	0.6321	NPC155143
Remote Similarity	0.6319	NPC8590
Remote Similarity	0.6318	NPC12100
Remote Similarity	0.6316	NPC226245
Remote Similarity	0.6316	NPC120070
Remote Similarity	0.631	NPC161224
Remote Similarity	0.631	NPC114209
Remote Similarity	0.6309	NPC39092
Remote Similarity	0.6307	NPC478006
Remote Similarity	0.63	NPC133261
Remote Similarity	0.6296	NPC478158
Remote Similarity	0.6294	NPC89562
Remote Similarity	0.6289	NPC474217
Remote Similarity	0.6289	NPC311276
Remote Similarity	0.6289	NPC476118
Remote Similarity	0.6286	NPC149708
Remote Similarity	0.6286	NPC470499
Remote Similarity	0.6286	NPC473640
Remote Similarity	0.6278	NPC17305
Remote Similarity	0.6276	NPC290959
Remote Similarity	0.6271	NPC472068
Remote Similarity	0.627	NPC42483
Remote Similarity	0.6267	NPC5145
Remote Similarity	0.6263	NPC224076
Remote Similarity	0.6262	NPC473376
Remote Similarity	0.6261	NPC136924
Remote Similarity	0.6256	NPC85918
Remote Similarity	0.6256	NPC156003
Remote Similarity	0.6256	NPC100321
Remote Similarity	0.625	NPC469762
Remote Similarity	0.625	NPC46970
Remote Similarity	0.6244	NPC193761
Remote Similarity	0.6244	NPC476874
Remote Similarity	0.6235	NPC327579
Remote Similarity	0.623	NPC316618
Remote Similarity	0.6226	NPC470497
Remote Similarity	0.6224	NPC160105
Remote Similarity	0.6224	NPC127730
Remote Similarity	0.6224	NPC54988
Remote Similarity	0.6224	NPC278366
Remote Similarity	0.6214	NPC213629
Remote Similarity	0.6207	NPC472444
Remote Similarity	0.6207	NPC469358
Remote Similarity	0.6207	NPC472108
Remote Similarity	0.6207	NPC139291
Remote Similarity	0.6205	NPC102423
Remote Similarity	0.6205	NPC471506
Remote Similarity	0.6203	NPC136349
Remote Similarity	0.6202	NPC304187
Remote Similarity	0.6202	NPC477166
Remote Similarity	0.62	NPC24594
Remote Similarity	0.62	NPC472122
Remote Similarity	0.62	NPC189261
Remote Similarity	0.6198	NPC94167
Remote Similarity	0.6198	NPC469785
Remote Similarity	0.6198	NPC172937
Remote Similarity	0.6193	NPC113369
Remote Similarity	0.619	NPC321052
Remote Similarity	0.6188	NPC16659
Remote Similarity	0.6182	NPC229348
Remote Similarity	0.6181	NPC314603
Remote Similarity	0.6179	NPC314056
Remote Similarity	0.6175	NPC314957
Remote Similarity	0.6173	NPC261595
Remote Similarity	0.6158	NPC233936
Remote Similarity	0.6154	NPC85651
Remote Similarity	0.6154	NPC470203
Remote Similarity	0.6154	NPC323091
Remote Similarity	0.6154	NPC50511
Remote Similarity	0.6154	NPC315467
Remote Similarity	0.6154	NPC471614

Drug Structure

NPD2152 OpenBabel08211701392D 32 34 0 0 1 0 0 0 0 0999 V2000 5.2437 -2.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3776 -3.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2437 -1.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5116 -2.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3776 -1.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6456 -1.4067 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 -2.3328 -1.3818 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5116 -1.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9135 -0.4067 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.1418 0.0195 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 -1.4013 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.1691 -1.6092 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.1637 0.2274 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8849 0.6886 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6691 -0.7431 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7569 1.1410 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.6770 1.6668 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.6456 -0.4067 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.2463 -0.9750 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6637 -0.6386 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.5522 -2.0704 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.5759 -2.5227 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.8360 0.3796 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 -0.7624 1.2455 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.3447 1.9500 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.4202 2.3359 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.5116 0.0933 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3443 -3.0485 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0119 -3.3317 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.5791 1.0487 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 5 2 0 0 0 0 4 9 2 0 0 0 0 5 9 1 0 0 0 0 6 9 1 0 0 0 0 6 19 1 0 0 0 0 7 19 1 0 0 0 0 8 20 2 0 0 0 0 8 21 1 0 0 0 0 10 7 1 6 0 0 0 10 12 1 0 0 0 0 10 25 1 0 0 0 0 11 14 2 0 0 0 0 11 15 1 0 0 0 0 11 20 1 0 0 0 0 12 13 1 0 0 0 0 12 22 1 1 0 0 0 13 16 1 0 0 0 0 13 23 1 1 0 0 0 14 17 1 0 0 0 0 14 21 1 0 0 0 0 15 18 2 0 0 0 0 15 24 1 0 0 0 0 16 21 1 6 0 0 0 16 25 1 0 0 0 0 17 26 1 0 0 0 0 17 27 1 0 0 0 0 18 28 1 0 0 0 0 19 29 1 0 0 0 0 22 30 1 0 0 0 0 23 31 1 0 0 0 0 24 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL001830
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	164444
ChEBI
CAS Number

Drug Properties

Molecular Weight	347.16
ALogP	-2.3092
MLogP	2.23
XLogP	1.907
HDA	9
HBD	6
Rotatable Bonds	10
TPSA	149.64
RO5 Violation	1