NPASS drugs

Drug Information

Drug ID:	NPD2903
Drug Name:
Molecular Formula:	C18H20ClN5O5
Canonical SMILES:	OC[C@H]1O[C@H]([C@H](C1O)O)n1cnc2c1nc(OCCc1ccc(cc1)Cl)nc2N
Standard InCHI:	InChI=1S/C18H20ClN5O5/c19-10-3-1-9(2-4-10)5-6-28-18-22-15(20)12-16(23-18)24(8-21-12)17-14(27)13(26)11(7-25)29-17/h1-4,8,11,13-14,17,25-27H,5-7H2,(H2,20,22,23)/t11-,13?,14+,17-/m1/s1
Standard InCHIKey:	WUCQGGOGHZRELS-OVHGWZCWSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2903

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	347
0.1-0.2	2316
0.2-0.3	11330
0.3-0.4	12393
0.4-0.5	2887
0.5-0.6	1460
0.6-0.7	145
0.7-0.8	10
0.8-0.85	2
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	0.8454	NPC250178
Intermediate Similarity	0.8233	NPC160666
Intermediate Similarity	0.7763	NPC107160
Intermediate Similarity	0.7713	NPC158055
Intermediate Similarity	0.7658	NPC21461
Intermediate Similarity	0.724	NPC239737
Intermediate Similarity	0.7184	NPC313514
Intermediate Similarity	0.7128	NPC269827
Intermediate Similarity	0.7021	NPC107374
Intermediate Similarity	0.7021	NPC21448
Intermediate Similarity	0.7021	NPC156461
Intermediate Similarity	0.7016	NPC150853
Remote Similarity	0.6984	NPC189068
Remote Similarity	0.6984	NPC164665
Remote Similarity	0.6959	NPC103388
Remote Similarity	0.6947	NPC219313
Remote Similarity	0.6947	NPC309832
Remote Similarity	0.6923	NPC224076
Remote Similarity	0.6915	NPC229974
Remote Similarity	0.6915	NPC314152
Remote Similarity	0.6898	NPC150447
Remote Similarity	0.6866	NPC168702
Remote Similarity	0.6866	NPC125659
Remote Similarity	0.6821	NPC302778
Remote Similarity	0.6821	NPC212551
Remote Similarity	0.6809	NPC161659
Remote Similarity	0.6809	NPC209525
Remote Similarity	0.6804	NPC185991
Remote Similarity	0.6804	NPC85689
Remote Similarity	0.6804	NPC211025
Remote Similarity	0.6786	NPC174802
Remote Similarity	0.6786	NPC469975
Remote Similarity	0.678	NPC313897
Remote Similarity	0.6769	NPC321814
Remote Similarity	0.6769	NPC472816
Remote Similarity	0.6769	NPC207633
Remote Similarity	0.6762	NPC62510
Remote Similarity	0.6735	NPC164952
Remote Similarity	0.6735	NPC130586
Remote Similarity	0.672	NPC317821
Remote Similarity	0.6717	NPC226245
Remote Similarity	0.6716	NPC222174
Remote Similarity	0.6699	NPC317054
Remote Similarity	0.6695	NPC471614
Remote Similarity	0.6667	NPC129756
Remote Similarity	0.665	NPC33382
Remote Similarity	0.6649	NPC121222
Remote Similarity	0.6633	NPC93365
Remote Similarity	0.6633	NPC316618
Remote Similarity	0.6633	NPC161224
Remote Similarity	0.6594	NPC238945
Remote Similarity	0.6585	NPC290959
Remote Similarity	0.6568	NPC115595
Remote Similarity	0.6561	NPC54537
Remote Similarity	0.6552	NPC323091
Remote Similarity	0.6538	NPC326529
Remote Similarity	0.6507	NPC319100
Remote Similarity	0.6507	NPC189261
Remote Similarity	0.6507	NPC324198
Remote Similarity	0.6496	NPC130570
Remote Similarity	0.6491	NPC471603
Remote Similarity	0.6486	NPC276373
Remote Similarity	0.6468	NPC313754
Remote Similarity	0.6468	NPC311197
Remote Similarity	0.6468	NPC54320
Remote Similarity	0.6458	NPC223223
Remote Similarity	0.6457	NPC5802
Remote Similarity	0.645	NPC472834
Remote Similarity	0.6447	NPC136349
Remote Similarity	0.644	NPC33996
Remote Similarity	0.6435	NPC472289
Remote Similarity	0.6432	NPC328479
Remote Similarity	0.6429	NPC157821
Remote Similarity	0.6425	NPC326082
Remote Similarity	0.6418	NPC52238
Remote Similarity	0.6414	NPC476492
Remote Similarity	0.6402	NPC24589
Remote Similarity	0.6396	NPC474767
Remote Similarity	0.6389	NPC282458
Remote Similarity	0.6389	NPC78941
Remote Similarity	0.6386	NPC56271
Remote Similarity	0.6376	NPC242923
Remote Similarity	0.636	NPC69843
Remote Similarity	0.6355	NPC195140
Remote Similarity	0.6331	NPC472068
Remote Similarity	0.632	NPC282247
Remote Similarity	0.6316	NPC71238
Remote Similarity	0.6307	NPC89987
Remote Similarity	0.628	NPC472067
Remote Similarity	0.628	NPC472031
Remote Similarity	0.628	NPC472066
Remote Similarity	0.6278	NPC149708
Remote Similarity	0.6275	NPC477806
Remote Similarity	0.6275	NPC477805
Remote Similarity	0.6275	NPC477795
Remote Similarity	0.6275	NPC477796
Remote Similarity	0.6262	NPC473585
Remote Similarity	0.6255	NPC308906
Remote Similarity	0.625	NPC320818
Remote Similarity	0.625	NPC261595
Remote Similarity	0.6245	NPC314957
Remote Similarity	0.6244	NPC138018
Remote Similarity	0.6235	NPC295452
Remote Similarity	0.6235	NPC171393
Remote Similarity	0.6234	NPC54981
Remote Similarity	0.6233	NPC314394
Remote Similarity	0.6226	NPC1203
Remote Similarity	0.6221	NPC265111
Remote Similarity	0.622	NPC321458
Remote Similarity	0.622	NPC324033
Remote Similarity	0.6215	NPC133261
Remote Similarity	0.6204	NPC472109
Remote Similarity	0.6204	NPC472110
Remote Similarity	0.6202	NPC324484
Remote Similarity	0.6197	NPC24594
Remote Similarity	0.6197	NPC472122
Remote Similarity	0.6192	NPC313884
Remote Similarity	0.6192	NPC98371
Remote Similarity	0.6172	NPC325906
Remote Similarity	0.6169	NPC39092
Remote Similarity	0.6164	NPC320968
Remote Similarity	0.6157	NPC477891
Remote Similarity	0.6154	NPC71079
Remote Similarity	0.6151	NPC64216
Remote Similarity	0.6147	NPC188387
Remote Similarity	0.6147	NPC163421
Remote Similarity	0.6134	NPC471506
Remote Similarity	0.6133	NPC472843
Remote Similarity	0.6129	NPC48938
Remote Similarity	0.6124	NPC474217
Remote Similarity	0.6116	NPC292361
Remote Similarity	0.6111	NPC187827
Remote Similarity	0.6111	NPC472105
Remote Similarity	0.6095	NPC85918
Remote Similarity	0.6085	NPC50511
Remote Similarity	0.6085	NPC164664
Remote Similarity	0.6073	NPC15102
Remote Similarity	0.6071	NPC296437
Remote Similarity	0.6071	NPC280638
Remote Similarity	0.6066	NPC278366
Remote Similarity	0.6066	NPC127730
Remote Similarity	0.6058	NPC35761
Remote Similarity	0.6055	NPC472108
Remote Similarity	0.6055	NPC139291
Remote Similarity	0.6052	NPC5145
Remote Similarity	0.6049	NPC237978
Remote Similarity	0.6047	NPC471564
Remote Similarity	0.6043	NPC54744
Remote Similarity	0.6038	NPC319456
Remote Similarity	0.6028	NPC208060
Remote Similarity	0.6026	NPC193761
Remote Similarity	0.6016	NPC314882
Remote Similarity	0.6009	NPC144114
Remote Similarity	0.6	NPC475859
Remote Similarity	0.6	NPC475969
Remote Similarity	0.6	NPC474877
Remote Similarity	0.6	NPC476521
Remote Similarity	0.5991	NPC141377
Remote Similarity	0.5991	NPC230805
Remote Similarity	0.599	NPC120070
Remote Similarity	0.5984	NPC156003
Remote Similarity	0.5984	NPC30540
Remote Similarity	0.5983	NPC136924
Remote Similarity	0.5982	NPC471609
Remote Similarity	0.5981	NPC476686
Remote Similarity	0.5981	NPC476688
Remote Similarity	0.5981	NPC105758
Remote Similarity	0.598	NPC476528
Remote Similarity	0.598	NPC476433
Remote Similarity	0.5977	NPC476493
Remote Similarity	0.5976	NPC328924
Remote Similarity	0.5975	NPC46970
Remote Similarity	0.5974	NPC470500
Remote Similarity	0.5972	NPC476446
Remote Similarity	0.5972	NPC469813
Remote Similarity	0.5972	NPC78375
Remote Similarity	0.5966	NPC477114
Remote Similarity	0.5962	NPC317430
Remote Similarity	0.5962	NPC278874
Remote Similarity	0.596	NPC470266
Remote Similarity	0.5959	NPC477175
Remote Similarity	0.5959	NPC470730
Remote Similarity	0.5959	NPC470729
Remote Similarity	0.5959	NPC477176
Remote Similarity	0.5951	NPC63279
Remote Similarity	0.595	NPC474986
Remote Similarity	0.595	NPC476013
Remote Similarity	0.595	NPC476522
Remote Similarity	0.5946	NPC254762
Remote Similarity	0.5945	NPC107836
Remote Similarity	0.5945	NPC326575
Remote Similarity	0.5943	NPC323244
Remote Similarity	0.5943	NPC110151
Remote Similarity	0.5941	NPC476408
Remote Similarity	0.5935	NPC477177
Remote Similarity	0.5935	NPC300114
Remote Similarity	0.5934	NPC477633
Remote Similarity	0.5929	NPC472434
Remote Similarity	0.5929	NPC228206
Remote Similarity	0.5927	NPC297642

Drug Structure

NPD2903 OpenBabel08211702562D 34 37 0 0 1 0 0 0 0 0999 V2000 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 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 -1.8171 -3.3292 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4049 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1261 -2.3781 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0772 -2.0691 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -3.0772 -1.0691 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 C 0 0 0 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 -2.1261 -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 6.9282 2.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.8171 1.8090 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 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.8171 0.1910 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.4862 -4.0723 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.8862 -2.6569 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.8862 -0.4813 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5383 -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 -0.8660 3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4644 -3.8644 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.7997 -2.2501 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.7997 -0.8880 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 9 2 0 0 0 0 2 4 2 0 0 0 0 2 9 1 0 0 0 0 3 10 2 0 0 0 0 4 10 1 0 0 0 0 5 6 1 0 0 0 0 5 9 1 0 0 0 0 6 28 1 0 0 0 0 7 25 1 0 0 0 0 8 21 2 0 0 0 0 8 24 1 0 0 0 0 10 19 1 0 0 0 0 11 7 1 6 0 0 0 11 13 1 0 0 0 0 11 29 1 0 0 0 0 12 15 2 0 0 0 0 12 16 1 0 0 0 0 12 21 1 0 0 0 0 13 14 1 0 0 0 0 13 26 1 0 0 0 0 14 17 1 0 0 0 0 14 27 1 6 0 0 0 15 20 1 0 0 0 0 15 22 1 0 0 0 0 16 23 2 0 0 0 0 16 24 1 0 0 0 0 17 24 1 6 0 0 0 17 29 1 0 0 0 0 18 22 2 0 0 0 0 18 23 1 0 0 0 0 18 28 1 0 0 0 0 20 30 1 0 0 0 0 20 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	DCL000887
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	59628422
ChEBI
CAS Number

Drug Properties

Molecular Weight	421.12
ALogP	-1.4217
MLogP	2.23
XLogP	0.971
HDA	9
HBD	4
Rotatable Bonds	11
TPSA	148.77
RO5 Violation	0