NPASS drugs

Drug Information

Drug ID:	NPD2804
Drug Name:	Crolibulin
Molecular Formula:	C18H17BrN4O3
Canonical SMILES:	N#CC1=C(N)Oc2c([C@H]1c1cc(Br)c(c(c1)OC)OC)ccc(c2N)N
Standard InCHI:	InChI=1S/C18H17BrN4O3/c1-24-13-6-8(5-11(19)17(13)25-2)14-9-3-4-12(21)15(22)16(9)26-18(23)10(14)7-20/h3-6,14H,21-23H2,1-2H3/t14-/m1/s1
Standard InCHIKey:	JXONINOYTKKXQQ-CQSZACIVSA-N
Max Developmental Stage:	Phase 1
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2804

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	461
0.1-0.2	2338
0.2-0.3	10454
0.3-0.4	3380
0.4-0.5	10785
0.5-0.6	3345
0.6-0.7	127
0.7-0.8	0
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
Remote Similarity	0.6635	NPC111492
Remote Similarity	0.657	NPC79213
Remote Similarity	0.655	NPC285941
Remote Similarity	0.6542	NPC473422
Remote Similarity	0.6515	NPC310894
Remote Similarity	0.6404	NPC265383
Remote Similarity	0.6398	NPC323204
Remote Similarity	0.6373	NPC190461
Remote Similarity	0.6373	NPC260118
Remote Similarity	0.6359	NPC261388
Remote Similarity	0.6355	NPC25897
Remote Similarity	0.6341	NPC311936
Remote Similarity	0.6341	NPC192939
Remote Similarity	0.6341	NPC215747
Remote Similarity	0.6337	NPC168153
Remote Similarity	0.6333	NPC294244
Remote Similarity	0.6329	NPC33902
Remote Similarity	0.6329	NPC276674
Remote Similarity	0.6311	NPC119579
Remote Similarity	0.6293	NPC475396
Remote Similarity	0.628	NPC249405
Remote Similarity	0.628	NPC28425
Remote Similarity	0.6276	NPC203784
Remote Similarity	0.6276	NPC126519
Remote Similarity	0.6276	NPC170503
Remote Similarity	0.627	NPC231884
Remote Similarity	0.627	NPC167944
Remote Similarity	0.627	NPC42793
Remote Similarity	0.625	NPC7467
Remote Similarity	0.6238	NPC225381
Remote Similarity	0.6226	NPC78284
Remote Similarity	0.622	NPC180253
Remote Similarity	0.622	NPC219170
Remote Similarity	0.6212	NPC72291
Remote Similarity	0.6202	NPC276060
Remote Similarity	0.6198	NPC16107
Remote Similarity	0.6198	NPC51957
Remote Similarity	0.6198	NPC106295
Remote Similarity	0.6198	NPC476144
Remote Similarity	0.6198	NPC210437
Remote Similarity	0.6195	NPC475615
Remote Similarity	0.619	NPC320088
Remote Similarity	0.6186	NPC219383
Remote Similarity	0.6174	NPC231924
Remote Similarity	0.6173	NPC2295
Remote Similarity	0.6173	NPC477564
Remote Similarity	0.617	NPC314682
Remote Similarity	0.6165	NPC290534
Remote Similarity	0.6161	NPC312531
Remote Similarity	0.6161	NPC296742
Remote Similarity	0.6157	NPC212163
Remote Similarity	0.6154	NPC326316
Remote Similarity	0.6154	NPC81733
Remote Similarity	0.6154	NPC179704
Remote Similarity	0.615	NPC24954
Remote Similarity	0.6143	NPC471532
Remote Similarity	0.6143	NPC69213
Remote Similarity	0.6142	NPC93593
Remote Similarity	0.6138	NPC328750
Remote Similarity	0.6138	NPC474915
Remote Similarity	0.6138	NPC213206
Remote Similarity	0.6138	NPC188163
Remote Similarity	0.6134	NPC207824
Remote Similarity	0.6134	NPC60538
Remote Similarity	0.6128	NPC473182
Remote Similarity	0.6124	NPC313886
Remote Similarity	0.6124	NPC211992
Remote Similarity	0.6119	NPC473460
Remote Similarity	0.6114	NPC224293
Remote Similarity	0.6114	NPC22928
Remote Similarity	0.6114	NPC476151
Remote Similarity	0.6108	NPC471604
Remote Similarity	0.6106	NPC301941
Remote Similarity	0.6106	NPC74618
Remote Similarity	0.6106	NPC214188
Remote Similarity	0.6103	NPC13397
Remote Similarity	0.6101	NPC295676
Remote Similarity	0.6098	NPC225130
Remote Similarity	0.6098	NPC473432
Remote Similarity	0.6085	NPC112676
Remote Similarity	0.6085	NPC474904
Remote Similarity	0.6071	NPC277669
Remote Similarity	0.6071	NPC76213
Remote Similarity	0.6066	NPC475658
Remote Similarity	0.6066	NPC473892
Remote Similarity	0.6065	NPC272706
Remote Similarity	0.6065	NPC161804
Remote Similarity	0.6061	NPC187022
Remote Similarity	0.6061	NPC80129
Remote Similarity	0.6059	NPC35627
Remote Similarity	0.6059	NPC304659
Remote Similarity	0.6059	NPC81247
Remote Similarity	0.6059	NPC476573
Remote Similarity	0.6059	NPC86144
Remote Similarity	0.6054	NPC118419
Remote Similarity	0.6051	NPC103379
Remote Similarity	0.6051	NPC477565
Remote Similarity	0.6045	NPC254581
Remote Similarity	0.6043	NPC11147
Remote Similarity	0.6039	NPC298981
Remote Similarity	0.6039	NPC126128
Remote Similarity	0.6039	NPC473462
Remote Similarity	0.6039	NPC110454
Remote Similarity	0.6039	NPC207819
Remote Similarity	0.6038	NPC477186
Remote Similarity	0.6038	NPC470951
Remote Similarity	0.603	NPC146288
Remote Similarity	0.6029	NPC267408
Remote Similarity	0.6023	NPC120075
Remote Similarity	0.602	NPC47672
Remote Similarity	0.6019	NPC49172
Remote Similarity	0.6018	NPC475147
Remote Similarity	0.6018	NPC470930
Remote Similarity	0.6018	NPC156728
Remote Similarity	0.6018	NPC162530
Remote Similarity	0.6018	NPC244606
Remote Similarity	0.6011	NPC172403
Remote Similarity	0.601	NPC287588
Remote Similarity	0.601	NPC10875
Remote Similarity	0.601	NPC10730
Remote Similarity	0.601	NPC185838
Remote Similarity	0.601	NPC283810
Remote Similarity	0.6009	NPC200888
Remote Similarity	0.6	NPC73280
Remote Similarity	0.6	NPC47194
Remote Similarity	0.6	NPC302001
Remote Similarity	0.6	NPC476572
Remote Similarity	0.5991	NPC144823
Remote Similarity	0.599	NPC469979
Remote Similarity	0.599	NPC476567
Remote Similarity	0.599	NPC136860
Remote Similarity	0.599	NPC78530
Remote Similarity	0.599	NPC226001
Remote Similarity	0.599	NPC128019
Remote Similarity	0.5982	NPC127178
Remote Similarity	0.598	NPC216459
Remote Similarity	0.598	NPC184026
Remote Similarity	0.598	NPC99659
Remote Similarity	0.598	NPC41178
Remote Similarity	0.598	NPC204828
Remote Similarity	0.598	NPC110416
Remote Similarity	0.598	NPC172765
Remote Similarity	0.598	NPC2413
Remote Similarity	0.598	NPC276588
Remote Similarity	0.598	NPC207757
Remote Similarity	0.598	NPC295691
Remote Similarity	0.598	NPC469817
Remote Similarity	0.598	NPC249797
Remote Similarity	0.598	NPC325871
Remote Similarity	0.598	NPC138487
Remote Similarity	0.598	NPC193949
Remote Similarity	0.598	NPC54379
Remote Similarity	0.598	NPC39701
Remote Similarity	0.598	NPC278799
Remote Similarity	0.598	NPC5238
Remote Similarity	0.598	NPC189266
Remote Similarity	0.598	NPC127674
Remote Similarity	0.5979	NPC253429
Remote Similarity	0.5977	NPC165106
Remote Similarity	0.5972	NPC29472
Remote Similarity	0.5969	NPC40209
Remote Similarity	0.5965	NPC471531
Remote Similarity	0.5964	NPC222561
Remote Similarity	0.5962	NPC473409
Remote Similarity	0.5962	NPC82741
Remote Similarity	0.5962	NPC141405
Remote Similarity	0.5962	NPC287152
Remote Similarity	0.5961	NPC189470
Remote Similarity	0.5951	NPC204947
Remote Similarity	0.5949	NPC321505
Remote Similarity	0.5949	NPC191376
Remote Similarity	0.5949	NPC179825
Remote Similarity	0.5941	NPC166014
Remote Similarity	0.5941	NPC232924
Remote Similarity	0.5941	NPC27410
Remote Similarity	0.5941	NPC306902
Remote Similarity	0.5941	NPC477559
Remote Similarity	0.5941	NPC160298
Remote Similarity	0.5941	NPC266753
Remote Similarity	0.5933	NPC70092
Remote Similarity	0.5931	NPC86078
Remote Similarity	0.593	NPC233926
Remote Similarity	0.5928	NPC130926
Remote Similarity	0.592	NPC235628
Remote Similarity	0.5918	NPC476571
Remote Similarity	0.5918	NPC475959
Remote Similarity	0.5918	NPC428
Remote Similarity	0.5918	NPC135538
Remote Similarity	0.5918	NPC147390
Remote Similarity	0.5918	NPC24233
Remote Similarity	0.5918	NPC246587
Remote Similarity	0.5917	NPC473183
Remote Similarity	0.5916	NPC314113
Remote Similarity	0.5913	NPC192135
Remote Similarity	0.5913	NPC477020
Remote Similarity	0.5913	NPC66341
Remote Similarity	0.5912	NPC298486
Remote Similarity	0.5911	NPC475133
Remote Similarity	0.5909	NPC475815
Remote Similarity	0.5909	NPC473264

Drug Structure

NPD2804 OpenBabel08211702552D 32 34 0 0 1 0 0 0 0 0999 V2000 -4.3301 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 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 -2.5981 -1.5000 0.0000 C 0 0 0 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 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 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 0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -2.5000 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 -5.1962 -1.0000 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 N 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 1.7321 -1.0000 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 -3.4641 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -3.0000 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 1.7321 -4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 24 1 0 0 0 0 2 25 1 0 0 0 0 3 4 2 0 0 0 0 3 9 1 0 0 0 0 4 12 1 0 0 0 0 5 8 2 0 0 0 0 5 11 1 0 0 0 0 6 8 1 0 0 0 0 6 13 2 0 0 0 0 7 10 1 0 0 0 0 7 20 3 0 0 0 0 9 14 1 0 0 0 0 9 16 2 0 0 0 0 10 14 1 0 0 0 0 10 18 2 0 0 0 0 11 17 2 0 0 0 0 11 19 1 0 0 0 0 12 15 2 0 0 0 0 12 21 1 0 0 0 0 13 17 1 0 0 0 0 13 24 1 0 0 0 0 14 8 1 1 0 0 0 15 16 1 0 0 0 0 15 22 1 0 0 0 0 16 26 1 0 0 0 0 17 25 1 0 0 0 0 18 23 1 0 0 0 0 18 26 1 0 0 0 0 21 27 1 0 0 0 0 21 28 1 0 0 0 0 22 29 1 0 0 0 0 22 30 1 0 0 0 0 23 31 1 0 0 0 0 23 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL002564
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	23649181
ChEBI
CAS Number

Drug Properties

Molecular Weight	416.05
ALogP	-1.2364
MLogP	2.56
XLogP	1.432
HDA	4
HBD	3
Rotatable Bonds	9
TPSA	129.54
RO5 Violation	0