NPASS drugs

Drug Information

Drug ID:	NPD1852
Drug Name:	AA-193
Molecular Formula:	C16H10ClNO4
Canonical SMILES:	OC(=O)C1Oc2c(C1)c1onc(c1cc2Cl)c1ccccc1
Standard InCHI:	InChI=1S/C16H10ClNO4/c17-11-6-9-13(8-4-2-1-3-5-8)18-22-14(9)10-7-12(16(19)20)21-15(10)11/h1-6,12H,7H2,(H,19,20)
Standard InCHIKey:	RVKIPRIYUGLRFF-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1852

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	370
0.1-0.2	1953
0.2-0.3	5890
0.3-0.4	7297
0.4-0.5	6791
0.5-0.6	7911
0.6-0.7	678
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	0.686	NPC329830
Remote Similarity	0.6787	NPC107283
Remote Similarity	0.6778	NPC172355
Remote Similarity	0.6682	NPC234053
Remote Similarity	0.6667	NPC116178
Remote Similarity	0.6667	NPC148480
Remote Similarity	0.664	NPC227033
Remote Similarity	0.6639	NPC217903
Remote Similarity	0.6637	NPC472606
Remote Similarity	0.6626	NPC477828
Remote Similarity	0.6606	NPC68850
Remote Similarity	0.66	NPC316461
Remote Similarity	0.657	NPC321166
Remote Similarity	0.6561	NPC472581
Remote Similarity	0.6561	NPC109180
Remote Similarity	0.6553	NPC313541
Remote Similarity	0.6527	NPC198160
Remote Similarity	0.6518	NPC9475
Remote Similarity	0.6516	NPC219861
Remote Similarity	0.6509	NPC313386
Remote Similarity	0.6489	NPC120220
Remote Similarity	0.6473	NPC476459
Remote Similarity	0.6473	NPC472032
Remote Similarity	0.646	NPC472584
Remote Similarity	0.6442	NPC473833
Remote Similarity	0.6429	NPC323137
Remote Similarity	0.6425	NPC304839
Remote Similarity	0.6425	NPC169
Remote Similarity	0.6425	NPC220582
Remote Similarity	0.6411	NPC469439
Remote Similarity	0.6408	NPC290227
Remote Similarity	0.6405	NPC477825
Remote Similarity	0.6404	NPC477568
Remote Similarity	0.64	NPC85735
Remote Similarity	0.6396	NPC14822
Remote Similarity	0.6393	NPC477827
Remote Similarity	0.6393	NPC477826
Remote Similarity	0.6384	NPC259007
Remote Similarity	0.6384	NPC329215
Remote Similarity	0.6384	NPC204088
Remote Similarity	0.6382	NPC240684
Remote Similarity	0.6378	NPC167027
Remote Similarity	0.6378	NPC83933
Remote Similarity	0.6376	NPC263676
Remote Similarity	0.6368	NPC193998
Remote Similarity	0.6368	NPC473196
Remote Similarity	0.6368	NPC316091
Remote Similarity	0.6356	NPC220369
Remote Similarity	0.6356	NPC53640
Remote Similarity	0.6353	NPC85879
Remote Similarity	0.6353	NPC53255
Remote Similarity	0.6351	NPC49009
Remote Similarity	0.6351	NPC239270
Remote Similarity	0.6351	NPC303210
Remote Similarity	0.6351	NPC95472
Remote Similarity	0.6351	NPC306978
Remote Similarity	0.6347	NPC41719
Remote Similarity	0.6345	NPC174760
Remote Similarity	0.6345	NPC198163
Remote Similarity	0.6339	NPC472582
Remote Similarity	0.6335	NPC314633
Remote Similarity	0.6333	NPC471978
Remote Similarity	0.633	NPC13603
Remote Similarity	0.633	NPC116604
Remote Similarity	0.6329	NPC214901
Remote Similarity	0.6329	NPC247104
Remote Similarity	0.6327	NPC241820
Remote Similarity	0.6327	NPC320789
Remote Similarity	0.6324	NPC471979
Remote Similarity	0.6323	NPC304387
Remote Similarity	0.6323	NPC92589
Remote Similarity	0.6318	NPC473193
Remote Similarity	0.6318	NPC279218
Remote Similarity	0.6318	NPC108937
Remote Similarity	0.6316	NPC474857
Remote Similarity	0.6316	NPC157522
Remote Similarity	0.6314	NPC308895
Remote Similarity	0.6312	NPC1608
Remote Similarity	0.6306	NPC40583
Remote Similarity	0.6304	NPC24258
Remote Similarity	0.6304	NPC107244
Remote Similarity	0.6296	NPC46679
Remote Similarity	0.6296	NPC264400
Remote Similarity	0.6292	NPC154720
Remote Similarity	0.6292	NPC475301
Remote Similarity	0.6292	NPC326930
Remote Similarity	0.629	NPC475797
Remote Similarity	0.629	NPC169402
Remote Similarity	0.629	NPC470625
Remote Similarity	0.629	NPC321372
Remote Similarity	0.629	NPC469936
Remote Similarity	0.629	NPC474738
Remote Similarity	0.629	NPC109967
Remote Similarity	0.629	NPC129053
Remote Similarity	0.629	NPC78554
Remote Similarity	0.629	NPC474609
Remote Similarity	0.6288	NPC62640
Remote Similarity	0.6288	NPC470422
Remote Similarity	0.6287	NPC313627
Remote Similarity	0.6287	NPC221185
Remote Similarity	0.6284	NPC472421
Remote Similarity	0.6284	NPC116822
Remote Similarity	0.6283	NPC82330
Remote Similarity	0.6274	NPC107123
Remote Similarity	0.6273	NPC473194
Remote Similarity	0.6272	NPC51404
Remote Similarity	0.6271	NPC470100
Remote Similarity	0.6271	NPC470099
Remote Similarity	0.627	NPC85661
Remote Similarity	0.627	NPC121510
Remote Similarity	0.627	NPC171882
Remote Similarity	0.6269	NPC472589
Remote Similarity	0.6267	NPC470081
Remote Similarity	0.6267	NPC91288
Remote Similarity	0.6261	NPC162248
Remote Similarity	0.6261	NPC53917
Remote Similarity	0.6261	NPC264922
Remote Similarity	0.6261	NPC224165
Remote Similarity	0.6261	NPC269495
Remote Similarity	0.6256	NPC474772
Remote Similarity	0.6256	NPC472423
Remote Similarity	0.6256	NPC474744
Remote Similarity	0.625	NPC45124
Remote Similarity	0.625	NPC298401
Remote Similarity	0.625	NPC74854
Remote Similarity	0.625	NPC30655
Remote Similarity	0.6245	NPC97746
Remote Similarity	0.6241	NPC302807
Remote Similarity	0.6239	NPC37226
Remote Similarity	0.6239	NPC38914
Remote Similarity	0.6239	NPC173352
Remote Similarity	0.6239	NPC226644
Remote Similarity	0.6239	NPC477941
Remote Similarity	0.6239	NPC58653
Remote Similarity	0.6235	NPC30749
Remote Similarity	0.6234	NPC45072
Remote Similarity	0.6234	NPC313453
Remote Similarity	0.6227	NPC171651
Remote Similarity	0.6227	NPC243171
Remote Similarity	0.6227	NPC476238
Remote Similarity	0.6227	NPC473996
Remote Similarity	0.6227	NPC31627
Remote Similarity	0.6227	NPC327269
Remote Similarity	0.6227	NPC35567
Remote Similarity	0.6227	NPC253872
Remote Similarity	0.6224	NPC15987
Remote Similarity	0.6224	NPC288759
Remote Similarity	0.6222	NPC272722
Remote Similarity	0.6222	NPC473696
Remote Similarity	0.6221	NPC198427
Remote Similarity	0.622	NPC218303
Remote Similarity	0.622	NPC61731
Remote Similarity	0.622	NPC186569
Remote Similarity	0.6217	NPC233956
Remote Similarity	0.6216	NPC313922
Remote Similarity	0.6216	NPC19860
Remote Similarity	0.6213	NPC328928
Remote Similarity	0.6211	NPC28669
Remote Similarity	0.621	NPC148423
Remote Similarity	0.621	NPC116238
Remote Similarity	0.621	NPC135303
Remote Similarity	0.621	NPC105136
Remote Similarity	0.6205	NPC260296
Remote Similarity	0.6205	NPC115432
Remote Similarity	0.6203	NPC165964
Remote Similarity	0.6203	NPC134637
Remote Similarity	0.6201	NPC277865
Remote Similarity	0.6201	NPC470562
Remote Similarity	0.6201	NPC470565
Remote Similarity	0.62	NPC133678
Remote Similarity	0.6199	NPC20907
Remote Similarity	0.6199	NPC1477
Remote Similarity	0.6199	NPC213608
Remote Similarity	0.6199	NPC293286
Remote Similarity	0.6199	NPC244250
Remote Similarity	0.6198	NPC108744
Remote Similarity	0.6198	NPC188400
Remote Similarity	0.6197	NPC475148
Remote Similarity	0.6197	NPC475656
Remote Similarity	0.6195	NPC471286
Remote Similarity	0.6194	NPC305542
Remote Similarity	0.6194	NPC471015
Remote Similarity	0.6194	NPC91234
Remote Similarity	0.6194	NPC472588
Remote Similarity	0.6193	NPC306788
Remote Similarity	0.6192	NPC234933
Remote Similarity	0.6189	NPC324619
Remote Similarity	0.6189	NPC475315
Remote Similarity	0.6189	NPC212123
Remote Similarity	0.6184	NPC167479
Remote Similarity	0.6183	NPC119134
Remote Similarity	0.6182	NPC170169
Remote Similarity	0.6182	NPC472636
Remote Similarity	0.6182	NPC471675
Remote Similarity	0.6182	NPC472580
Remote Similarity	0.6182	NPC472407
Remote Similarity	0.6182	NPC290671
Remote Similarity	0.6182	NPC262038
Remote Similarity	0.6182	NPC98028
Remote Similarity	0.6182	NPC319910

Drug Structure

NPD1852 OpenBabel08211701392D 23 26 0 0 1 0 0 0 0 0999 V2000 4.3357 -1.4328 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6666 -2.1759 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0267 -0.4817 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6884 -1.9680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0485 -0.2738 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6581 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0250 -1.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3794 -1.0169 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6581 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0739 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2079 -2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6128 -1.9781 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.4013 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2079 -0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0739 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6128 -1.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2079 -3.9781 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.9945 0.1045 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.1128 -1.1121 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.1128 -2.8442 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.0250 -2.7872 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 -5.1128 -2.8442 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 8 2 0 0 0 0 5 8 1 0 0 0 0 6 9 2 0 0 0 0 6 11 1 0 0 0 0 7 10 1 0 0 0 0 7 12 1 0 0 0 0 8 13 1 0 0 0 0 9 13 1 0 0 0 0 9 14 1 0 0 0 0 10 14 2 0 0 0 0 10 15 1 0 0 0 0 11 15 2 0 0 0 0 11 17 1 0 0 0 0 12 16 1 0 0 0 0 12 21 1 0 0 0 0 13 18 2 0 0 0 0 14 22 1 0 0 0 0 15 21 1 0 0 0 0 16 19 2 0 0 0 0 16 20 1 0 0 0 0 18 22 1 0 0 0 0 20 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB013157
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	315.03
ALogP	0.1016
MLogP	2.56
XLogP	3.946
HDA	2
HBD	1
Rotatable Bonds	4
TPSA	72.56
RO5 Violation	0