NPASS drugs

Drug Information

Drug ID:	NPD2305
Drug Name:	pirazolac
Molecular Formula:	C17H12ClFN2O2
Canonical SMILES:	OC(=O)Cc1nn(cc1c1ccc(cc1)Cl)c1ccc(cc1)F
Standard InCHI:	InChI=1S/C17H12ClFN2O2/c18-12-3-1-11(2-4-12)15-10-21(20-16(15)9-17(22)23)14-7-5-13(19)6-8-14/h1-8,10H,9H2,(H,22,23)
Standard InCHIKey:	YAMFWQIVVMITPG-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2305

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	315
0.1-0.2	2326
0.2-0.3	10566
0.3-0.4	13193
0.4-0.5	2070
0.5-0.6	1512
0.6-0.7	873
0.7-0.8	35
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	0.7594	NPC78020
Intermediate Similarity	0.7539	NPC111275
Intermediate Similarity	0.7526	NPC110500
Intermediate Similarity	0.7526	NPC203468
Intermediate Similarity	0.7526	NPC149155
Intermediate Similarity	0.7487	NPC267885
Intermediate Similarity	0.7462	NPC321708
Intermediate Similarity	0.7409	NPC55772
Intermediate Similarity	0.7409	NPC283219
Intermediate Similarity	0.7409	NPC126709
Intermediate Similarity	0.7409	NPC248041
Intermediate Similarity	0.732	NPC213468
Intermediate Similarity	0.7273	NPC315555
Intermediate Similarity	0.7273	NPC62749
Intermediate Similarity	0.7273	NPC235684
Intermediate Similarity	0.7255	NPC474916
Intermediate Similarity	0.7254	NPC469938
Intermediate Similarity	0.7179	NPC145885
Intermediate Similarity	0.7179	NPC84827
Intermediate Similarity	0.7179	NPC14113
Intermediate Similarity	0.7143	NPC248462
Intermediate Similarity	0.7122	NPC227582
Intermediate Similarity	0.7115	NPC57398
Intermediate Similarity	0.7087	NPC131887
Intermediate Similarity	0.7087	NPC102008
Intermediate Similarity	0.7087	NPC67288
Intermediate Similarity	0.7071	NPC71037
Intermediate Similarity	0.7065	NPC278434
Intermediate Similarity	0.7047	NPC63751
Intermediate Similarity	0.7033	NPC476073
Intermediate Similarity	0.7033	NPC476874
Intermediate Similarity	0.7027	NPC192712
Intermediate Similarity	0.7019	NPC252338
Intermediate Similarity	0.7009	NPC82370
Intermediate Similarity	0.7005	NPC64436
Remote Similarity	0.6995	NPC329858
Remote Similarity	0.6995	NPC83111
Remote Similarity	0.6965	NPC282103
Remote Similarity	0.6963	NPC279918
Remote Similarity	0.6952	NPC328318
Remote Similarity	0.6952	NPC193761
Remote Similarity	0.6952	NPC328596
Remote Similarity	0.6938	NPC315491
Remote Similarity	0.6938	NPC45459
Remote Similarity	0.6938	NPC213308
Remote Similarity	0.6933	NPC267853
Remote Similarity	0.6933	NPC315062
Remote Similarity	0.693	NPC104712
Remote Similarity	0.6927	NPC282231
Remote Similarity	0.6919	NPC217372
Remote Similarity	0.6919	NPC183662
Remote Similarity	0.6919	NPC15573
Remote Similarity	0.6915	NPC207851
Remote Similarity	0.6912	NPC314333
Remote Similarity	0.6912	NPC154339
Remote Similarity	0.6912	NPC471593
Remote Similarity	0.6908	NPC179701
Remote Similarity	0.6907	NPC49954
Remote Similarity	0.6907	NPC474561
Remote Similarity	0.6903	NPC244897
Remote Similarity	0.6897	NPC472323
Remote Similarity	0.689	NPC241024
Remote Similarity	0.6884	NPC219336
Remote Similarity	0.6878	NPC117244
Remote Similarity	0.6878	NPC473763
Remote Similarity	0.6875	NPC262898
Remote Similarity	0.6875	NPC272483
Remote Similarity	0.6866	NPC317752
Remote Similarity	0.6859	NPC129721
Remote Similarity	0.6854	NPC317373
Remote Similarity	0.685	NPC15840
Remote Similarity	0.6842	NPC149708
Remote Similarity	0.6842	NPC316411
Remote Similarity	0.6837	NPC478158
Remote Similarity	0.6835	NPC478157
Remote Similarity	0.6834	NPC59269
Remote Similarity	0.6831	NPC32002
Remote Similarity	0.6831	NPC315348
Remote Similarity	0.6823	NPC230869
Remote Similarity	0.6821	NPC54988
Remote Similarity	0.6821	NPC160105
Remote Similarity	0.682	NPC318299
Remote Similarity	0.6814	NPC17059
Remote Similarity	0.6813	NPC471312
Remote Similarity	0.6812	NPC267343
Remote Similarity	0.6812	NPC88315
Remote Similarity	0.681	NPC74413
Remote Similarity	0.6808	NPC327592
Remote Similarity	0.6806	NPC309845
Remote Similarity	0.6804	NPC194640
Remote Similarity	0.6796	NPC138370
Remote Similarity	0.6789	NPC469765
Remote Similarity	0.6789	NPC259644
Remote Similarity	0.6789	NPC25008
Remote Similarity	0.6789	NPC469763
Remote Similarity	0.6789	NPC469786
Remote Similarity	0.6789	NPC73952
Remote Similarity	0.6789	NPC469760
Remote Similarity	0.6788	NPC131718
Remote Similarity	0.6782	NPC469358
Remote Similarity	0.6779	NPC202812
Remote Similarity	0.6771	NPC477887
Remote Similarity	0.6771	NPC469762
Remote Similarity	0.6768	NPC314603
Remote Similarity	0.6765	NPC94752
Remote Similarity	0.6763	NPC55493
Remote Similarity	0.6754	NPC211572
Remote Similarity	0.6754	NPC70922
Remote Similarity	0.6754	NPC75540
Remote Similarity	0.6754	NPC212376
Remote Similarity	0.6754	NPC80597
Remote Similarity	0.675	NPC157583
Remote Similarity	0.6749	NPC472119
Remote Similarity	0.6749	NPC228835
Remote Similarity	0.6745	NPC471944
Remote Similarity	0.6743	NPC207020
Remote Similarity	0.6741	NPC229893
Remote Similarity	0.6735	NPC41717
Remote Similarity	0.6733	NPC233936
Remote Similarity	0.673	NPC293917
Remote Similarity	0.6729	NPC473376
Remote Similarity	0.6727	NPC62995
Remote Similarity	0.6719	NPC469785
Remote Similarity	0.6719	NPC476464
Remote Similarity	0.6718	NPC311276
Remote Similarity	0.6716	NPC15102
Remote Similarity	0.6714	NPC260900
Remote Similarity	0.6714	NPC156704
Remote Similarity	0.6712	NPC229348
Remote Similarity	0.6699	NPC276517
Remote Similarity	0.6697	NPC72956
Remote Similarity	0.6685	NPC322488
Remote Similarity	0.6683	NPC118084
Remote Similarity	0.6682	NPC237740
Remote Similarity	0.6682	NPC474412
Remote Similarity	0.6667	NPC471194
Remote Similarity	0.6667	NPC284775
Remote Similarity	0.6667	NPC116961
Remote Similarity	0.6667	NPC471193
Remote Similarity	0.6667	NPC248454
Remote Similarity	0.6667	NPC153980
Remote Similarity	0.6667	NPC6865
Remote Similarity	0.6667	NPC75634
Remote Similarity	0.6667	NPC88008
Remote Similarity	0.6667	NPC264285
Remote Similarity	0.6667	NPC242116
Remote Similarity	0.6652	NPC36405
Remote Similarity	0.6651	NPC81535
Remote Similarity	0.665	NPC56233
Remote Similarity	0.665	NPC113626
Remote Similarity	0.665	NPC139763
Remote Similarity	0.6649	NPC477591
Remote Similarity	0.6636	NPC474116
Remote Similarity	0.6636	NPC266249
Remote Similarity	0.6636	NPC162730
Remote Similarity	0.6635	NPC90229
Remote Similarity	0.6634	NPC62510
Remote Similarity	0.6634	NPC11126
Remote Similarity	0.6634	NPC164340
Remote Similarity	0.6633	NPC97367
Remote Similarity	0.6633	NPC102423
Remote Similarity	0.662	NPC238457
Remote Similarity	0.6618	NPC143533
Remote Similarity	0.6618	NPC175474
Remote Similarity	0.6618	NPC213629
Remote Similarity	0.6618	NPC159125
Remote Similarity	0.6616	NPC201700
Remote Similarity	0.6608	NPC319232
Remote Similarity	0.6608	NPC24370
Remote Similarity	0.6607	NPC276657
Remote Similarity	0.6604	NPC52557
Remote Similarity	0.6603	NPC99666
Remote Similarity	0.6602	NPC474707
Remote Similarity	0.6601	NPC469896
Remote Similarity	0.66	NPC477976
Remote Similarity	0.6592	NPC281049
Remote Similarity	0.6591	NPC118940
Remote Similarity	0.659	NPC323927
Remote Similarity	0.659	NPC54420
Remote Similarity	0.6588	NPC11445
Remote Similarity	0.6587	NPC95783
Remote Similarity	0.6585	NPC165495
Remote Similarity	0.6578	NPC60621
Remote Similarity	0.6577	NPC471192
Remote Similarity	0.6575	NPC123839
Remote Similarity	0.6575	NPC234999
Remote Similarity	0.6571	NPC269886
Remote Similarity	0.6571	NPC472295
Remote Similarity	0.6571	NPC81802
Remote Similarity	0.6571	NPC472210
Remote Similarity	0.6571	NPC247735
Remote Similarity	0.657	NPC317030
Remote Similarity	0.657	NPC204565
Remote Similarity	0.6567	NPC471579
Remote Similarity	0.6566	NPC114637
Remote Similarity	0.6565	NPC300114
Remote Similarity	0.6561	NPC314372
Remote Similarity	0.6557	NPC77555
Remote Similarity	0.6553	NPC308931
Remote Similarity	0.6553	NPC99939

Drug Structure

NPD2305 OpenBabel08211702172D 24 26 0 0 0 0 0 0 0 0999 V2000 2.4487 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3958 1.1226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5768 -0.6000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4013 1.0181 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5823 -0.7045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2213 -1.3272 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6691 0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9836 0.3136 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9945 0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4781 -0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0134 -2.3054 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0468 2.3364 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -3.9781 0.4181 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -0.8660 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 1.0623 -2.6144 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.7565 -2.9745 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5486 -3.9527 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 11 2 0 0 0 0 2 4 2 0 0 0 0 2 11 1 0 0 0 0 3 12 2 0 0 0 0 4 12 1 0 0 0 0 5 7 1 0 0 0 0 5 13 2 0 0 0 0 6 8 2 0 0 0 0 6 13 1 0 0 0 0 7 14 2 0 0 0 0 8 14 1 0 0 0 0 9 16 1 0 0 0 0 9 17 1 0 0 0 0 10 15 2 0 0 0 0 10 21 1 0 0 0 0 11 15 1 0 0 0 0 12 18 1 0 0 0 0 13 19 1 0 0 0 0 14 21 1 0 0 0 0 15 16 1 0 0 0 0 16 20 2 0 0 0 0 17 22 2 0 0 0 0 17 23 1 0 0 0 0 20 21 1 0 0 0 0 23 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB001218
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	330.06
ALogP	1.0322
MLogP	2.67
XLogP	4.162
HDA	4
HBD	1
Rotatable Bonds	7
TPSA	54.6
RO5 Violation	0