NPASS drugs

Drug Information

Drug ID:	NPD2323
Drug Name:
Molecular Formula:	C17H14BrN3O
Canonical SMILES:	N#C/C(=Cc1cccc(n1)Br)/C(=N[C@H](c1ccccc1)C)O
Standard InCHI:	InChI=1S/C17H14BrN3O/c1-12(13-6-3-2-4-7-13)20-17(22)14(11-19)10-15-8-5-9-16(18)21-15/h2-10,12H,1H3,(H,20,22)/b14-10+/t12-/m0/s1
Standard InCHIKey:	VFUAJMPDXIRPKO-LQELWAHVSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2323

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	273
0.1-0.2	3516
0.2-0.3	11300
0.3-0.4	10917
0.4-0.5	2627
0.5-0.6	1623
0.6-0.7	588
0.7-0.8	46
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	0.7887	NPC256893
Intermediate Similarity	0.7877	NPC316811
Intermediate Similarity	0.758	NPC6436
Intermediate Similarity	0.7574	NPC148140
Intermediate Similarity	0.7518	NPC81561
Intermediate Similarity	0.7468	NPC37548
Intermediate Similarity	0.7453	NPC109447
Intermediate Similarity	0.7394	NPC121903
Intermediate Similarity	0.7361	NPC278451
Intermediate Similarity	0.7357	NPC215519
Intermediate Similarity	0.7355	NPC187951
Intermediate Similarity	0.7338	NPC54102
Intermediate Similarity	0.7338	NPC162689
Intermediate Similarity	0.7278	NPC470507
Intermediate Similarity	0.7278	NPC38736
Intermediate Similarity	0.7273	NPC122718
Intermediate Similarity	0.7241	NPC471313
Intermediate Similarity	0.7241	NPC471311
Intermediate Similarity	0.7208	NPC242556
Intermediate Similarity	0.7203	NPC46358
Intermediate Similarity	0.719	NPC60553
Intermediate Similarity	0.7171	NPC104483
Intermediate Similarity	0.7162	NPC324611
Intermediate Similarity	0.7152	NPC150259
Intermediate Similarity	0.7134	NPC2272
Intermediate Similarity	0.7092	NPC91958
Intermediate Similarity	0.7089	NPC24678
Intermediate Similarity	0.7089	NPC105818
Intermediate Similarity	0.7086	NPC325252
Intermediate Similarity	0.7083	NPC290094
Intermediate Similarity	0.7077	NPC213774
Intermediate Similarity	0.7073	NPC195507
Intermediate Similarity	0.7073	NPC2165
Intermediate Similarity	0.7066	NPC288074
Intermediate Similarity	0.7066	NPC64055
Intermediate Similarity	0.7063	NPC182570
Intermediate Similarity	0.7063	NPC48564
Intermediate Similarity	0.7063	NPC265605
Intermediate Similarity	0.7055	NPC476140
Intermediate Similarity	0.7051	NPC159856
Intermediate Similarity	0.7039	NPC314102
Intermediate Similarity	0.7039	NPC251722
Intermediate Similarity	0.7025	NPC124005
Intermediate Similarity	0.7025	NPC288445
Intermediate Similarity	0.702	NPC198988
Intermediate Similarity	0.7007	NPC212125
Remote Similarity	0.698	NPC22079
Remote Similarity	0.6975	NPC129721
Remote Similarity	0.6972	NPC143603
Remote Similarity	0.6968	NPC473868
Remote Similarity	0.6968	NPC63157
Remote Similarity	0.6957	NPC471458
Remote Similarity	0.695	NPC476566
Remote Similarity	0.6948	NPC315348
Remote Similarity	0.6948	NPC32002
Remote Similarity	0.6943	NPC314372
Remote Similarity	0.6943	NPC470440
Remote Similarity	0.6939	NPC169625
Remote Similarity	0.6939	NPC476950
Remote Similarity	0.6939	NPC202957
Remote Similarity	0.6923	NPC20144
Remote Similarity	0.6923	NPC190296
Remote Similarity	0.6918	NPC476322
Remote Similarity	0.6914	NPC285469
Remote Similarity	0.6914	NPC141353
Remote Similarity	0.6909	NPC472587
Remote Similarity	0.6909	NPC247987
Remote Similarity	0.6906	NPC235843
Remote Similarity	0.6905	NPC158129
Remote Similarity	0.6903	NPC2949
Remote Similarity	0.6903	NPC59084
Remote Similarity	0.6901	NPC240136
Remote Similarity	0.6901	NPC297486
Remote Similarity	0.6901	NPC471402
Remote Similarity	0.6899	NPC129042
Remote Similarity	0.6899	NPC161292
Remote Similarity	0.6897	NPC41174
Remote Similarity	0.6894	NPC232798
Remote Similarity	0.6894	NPC141926
Remote Similarity	0.6884	NPC27802
Remote Similarity	0.6871	NPC166424
Remote Similarity	0.6871	NPC146373
Remote Similarity	0.6871	NPC245244
Remote Similarity	0.6867	NPC282398
Remote Similarity	0.6854	NPC304187
Remote Similarity	0.6854	NPC477166
Remote Similarity	0.6852	NPC34844
Remote Similarity	0.6848	NPC124542
Remote Similarity	0.6848	NPC59779
Remote Similarity	0.6848	NPC471177
Remote Similarity	0.6846	NPC89490
Remote Similarity	0.6839	NPC88097
Remote Similarity	0.6829	NPC135141
Remote Similarity	0.6829	NPC92796
Remote Similarity	0.6821	NPC471322
Remote Similarity	0.6818	NPC471312
Remote Similarity	0.681	NPC184476
Remote Similarity	0.6805	NPC6982
Remote Similarity	0.6803	NPC27740
Remote Similarity	0.68	NPC475090
Remote Similarity	0.68	NPC329896
Remote Similarity	0.68	NPC475105
Remote Similarity	0.6795	NPC115611
Remote Similarity	0.6795	NPC238499
Remote Similarity	0.6792	NPC316069
Remote Similarity	0.679	NPC469760
Remote Similarity	0.679	NPC259644
Remote Similarity	0.679	NPC25008
Remote Similarity	0.679	NPC73952
Remote Similarity	0.679	NPC469765
Remote Similarity	0.679	NPC469786
Remote Similarity	0.679	NPC469763
Remote Similarity	0.6788	NPC473320
Remote Similarity	0.6784	NPC474958
Remote Similarity	0.6784	NPC150048
Remote Similarity	0.6784	NPC203754
Remote Similarity	0.6779	NPC306397
Remote Similarity	0.6768	NPC299594
Remote Similarity	0.6766	NPC274229
Remote Similarity	0.6765	NPC471294
Remote Similarity	0.6765	NPC34508
Remote Similarity	0.675	NPC21605
Remote Similarity	0.675	NPC470111
Remote Similarity	0.6748	NPC211572
Remote Similarity	0.6748	NPC70922
Remote Similarity	0.6748	NPC207726
Remote Similarity	0.6748	NPC212376
Remote Similarity	0.6748	NPC75540
Remote Similarity	0.6748	NPC80597
Remote Similarity	0.6747	NPC177404
Remote Similarity	0.6747	NPC16667
Remote Similarity	0.6747	NPC47298
Remote Similarity	0.6747	NPC315214
Remote Similarity	0.6744	NPC326575
Remote Similarity	0.6728	NPC153769
Remote Similarity	0.6727	NPC84508
Remote Similarity	0.6726	NPC98187
Remote Similarity	0.6711	NPC250361
Remote Similarity	0.6711	NPC475450
Remote Similarity	0.671	NPC65408
Remote Similarity	0.6707	NPC476118
Remote Similarity	0.6707	NPC159319
Remote Similarity	0.6707	NPC32028
Remote Similarity	0.6706	NPC82331
Remote Similarity	0.6704	NPC243716
Remote Similarity	0.669	NPC143156
Remote Similarity	0.6689	NPC473587
Remote Similarity	0.6689	NPC476131
Remote Similarity	0.6688	NPC279081
Remote Similarity	0.6688	NPC230002
Remote Similarity	0.6687	NPC81229
Remote Similarity	0.6687	NPC255229
Remote Similarity	0.6687	NPC478186
Remote Similarity	0.6687	NPC131718
Remote Similarity	0.6686	NPC317430
Remote Similarity	0.6686	NPC288785
Remote Similarity	0.6686	NPC134586
Remote Similarity	0.6686	NPC44161
Remote Similarity	0.6667	NPC471323
Remote Similarity	0.6667	NPC40070
Remote Similarity	0.6667	NPC33421
Remote Similarity	0.6667	NPC259545
Remote Similarity	0.6667	NPC231655
Remote Similarity	0.6667	NPC76540
Remote Similarity	0.6667	NPC472123
Remote Similarity	0.6667	NPC471178
Remote Similarity	0.6667	NPC165370
Remote Similarity	0.6667	NPC169433
Remote Similarity	0.6647	NPC211997
Remote Similarity	0.6647	NPC97343
Remote Similarity	0.6647	NPC194881
Remote Similarity	0.6647	NPC282231
Remote Similarity	0.6646	NPC471957
Remote Similarity	0.6646	NPC277157
Remote Similarity	0.6645	NPC475428
Remote Similarity	0.6645	NPC29702
Remote Similarity	0.6645	NPC328029
Remote Similarity	0.6645	NPC218268
Remote Similarity	0.6645	NPC69914
Remote Similarity	0.6628	NPC329688
Remote Similarity	0.6628	NPC189812
Remote Similarity	0.6627	NPC67056
Remote Similarity	0.6627	NPC49954
Remote Similarity	0.6627	NPC478183
Remote Similarity	0.6627	NPC474561
Remote Similarity	0.6625	NPC204141
Remote Similarity	0.6624	NPC280853
Remote Similarity	0.6623	NPC473762
Remote Similarity	0.6609	NPC232340
Remote Similarity	0.6609	NPC176199
Remote Similarity	0.6609	NPC276540
Remote Similarity	0.6609	NPC270009
Remote Similarity	0.6609	NPC233050
Remote Similarity	0.6609	NPC215795
Remote Similarity	0.6608	NPC470498
Remote Similarity	0.6607	NPC271734
Remote Similarity	0.6607	NPC21174
Remote Similarity	0.6607	NPC271797
Remote Similarity	0.6606	NPC469785
Remote Similarity	0.6603	NPC125746

Drug Structure

NPD2323 OpenBabel08211702172D 23 24 0 0 1 0 0 0 0 0999 V2000 4.3301 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -1.0000 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 0.0000 2.0000 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 5.1962 -0.0000 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 -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 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 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 -0.8660 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 -1.7321 0.0000 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 0.0000 N 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 0.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 6 1 0 0 0 0 4 7 2 0 0 0 0 5 8 2 0 0 0 0 5 9 1 0 0 0 0 6 13 2 0 0 0 0 7 13 1 0 0 0 0 8 15 1 0 0 0 0 9 16 2 0 0 0 0 10 14 2 0 0 0 0 10 15 1 0 0 0 0 11 14 1 0 0 0 0 11 19 3 0 0 0 0 12 1 1 6 0 0 0 12 13 1 0 0 0 0 12 20 1 0 0 0 0 14 17 1 0 0 0 0 15 21 2 0 0 0 0 16 18 1 0 0 0 0 16 21 1 0 0 0 0 17 20 2 3 0 0 0 17 22 1 0 0 0 0 22 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB014357
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	11210478
ChEBI
CAS Number

Drug Properties

Molecular Weight	355.03
ALogP	0.8593
MLogP	2.78
XLogP	5.732
HDA	4
HBD	1
Rotatable Bonds	7
TPSA	69.27
RO5 Violation	1