NPASS drugs

Drug Information

Drug ID:	NPD2721
Drug Name:
Molecular Formula:	C18H12Cl2N2O3
Canonical SMILES:	Clc1cc(Cl)c2c(c1)[nH]c(c2/C=C/C(=Nc1ccccc1)O)C(=O)O
Standard InCHI:	InChI=1S/C18H12Cl2N2O3/c19-10-8-13(20)16-12(17(18(24)25)22-14(16)9-10)6-7-15(23)21-11-4-2-1-3-5-11/h1-9,22H,(H,21,23)(H,24,25)/b7-6+
Standard InCHIKey:	WZBNEZWCNKUOSM-VOTSOKGWSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2721

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	330
0.1-0.2	2332
0.2-0.3	10100
0.3-0.4	12216
0.4-0.5	3284
0.5-0.6	1671
0.6-0.7	856
0.7-0.8	99
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	0.8299	NPC141454
Intermediate Similarity	0.805	NPC165599
Intermediate Similarity	0.7951	NPC82370
Intermediate Similarity	0.7938	NPC221873
Intermediate Similarity	0.7931	NPC244741
Intermediate Similarity	0.7861	NPC471944
Intermediate Similarity	0.7808	NPC104712
Intermediate Similarity	0.7788	NPC244897
Intermediate Similarity	0.7767	NPC192712
Intermediate Similarity	0.7744	NPC160381
Intermediate Similarity	0.7742	NPC267853
Intermediate Similarity	0.7717	NPC316411
Intermediate Similarity	0.7703	NPC89508
Intermediate Similarity	0.7678	NPC312645
Intermediate Similarity	0.7661	NPC315062
Intermediate Similarity	0.7659	NPC132539
Intermediate Similarity	0.7634	NPC322644
Intermediate Similarity	0.7565	NPC15573
Intermediate Similarity	0.7565	NPC183662
Intermediate Similarity	0.7565	NPC217372
Intermediate Similarity	0.7546	NPC229893
Intermediate Similarity	0.7538	NPC83111
Intermediate Similarity	0.7526	NPC219336
Intermediate Similarity	0.75	NPC321428
Intermediate Similarity	0.7476	NPC57398
Intermediate Similarity	0.7473	NPC141353
Intermediate Similarity	0.7465	NPC36405
Intermediate Similarity	0.7418	NPC118228
Intermediate Similarity	0.7416	NPC283117
Intermediate Similarity	0.7406	NPC118940
Intermediate Similarity	0.7381	NPC39679
Intermediate Similarity	0.7376	NPC472844
Intermediate Similarity	0.7366	NPC306376
Intermediate Similarity	0.7356	NPC476098
Intermediate Similarity	0.735	NPC278434
Intermediate Similarity	0.7349	NPC472285
Intermediate Similarity	0.7333	NPC270918
Intermediate Similarity	0.7315	NPC184408
Intermediate Similarity	0.7304	NPC276517
Intermediate Similarity	0.7296	NPC111275
Intermediate Similarity	0.7282	NPC131887
Intermediate Similarity	0.7277	NPC294375
Intermediate Similarity	0.7277	NPC87413
Intermediate Similarity	0.7264	NPC325297
Intermediate Similarity	0.7259	NPC248041
Intermediate Similarity	0.7259	NPC283219
Intermediate Similarity	0.7259	NPC126709
Intermediate Similarity	0.7256	NPC477979
Intermediate Similarity	0.7227	NPC51388
Intermediate Similarity	0.7222	NPC469896
Intermediate Similarity	0.7217	NPC266249
Intermediate Similarity	0.7198	NPC67288
Intermediate Similarity	0.7194	NPC110500
Intermediate Similarity	0.7194	NPC149155
Intermediate Similarity	0.7194	NPC203468
Intermediate Similarity	0.7189	NPC293151
Intermediate Similarity	0.7188	NPC119006
Intermediate Similarity	0.7181	NPC15801
Intermediate Similarity	0.7171	NPC81802
Intermediate Similarity	0.7171	NPC269886
Intermediate Similarity	0.7171	NPC472295
Intermediate Similarity	0.7171	NPC247735
Intermediate Similarity	0.7171	NPC472210
Intermediate Similarity	0.7157	NPC267885
Intermediate Similarity	0.715	NPC123839
Intermediate Similarity	0.715	NPC303951
Intermediate Similarity	0.7143	NPC3207
Intermediate Similarity	0.7143	NPC321708
Intermediate Similarity	0.7137	NPC57453
Intermediate Similarity	0.7136	NPC210828
Intermediate Similarity	0.7136	NPC86834
Intermediate Similarity	0.713	NPC39500
Intermediate Similarity	0.713	NPC31700
Intermediate Similarity	0.7124	NPC323198
Intermediate Similarity	0.7123	NPC300156
Intermediate Similarity	0.7122	NPC472292
Intermediate Similarity	0.7116	NPC23294
Intermediate Similarity	0.7116	NPC9894
Intermediate Similarity	0.7107	NPC303225
Intermediate Similarity	0.7089	NPC4687
Intermediate Similarity	0.7077	NPC78020
Intermediate Similarity	0.7068	NPC76982
Intermediate Similarity	0.7064	NPC322064
Intermediate Similarity	0.7062	NPC115232
Intermediate Similarity	0.7061	NPC35042
Intermediate Similarity	0.7053	NPC202812
Intermediate Similarity	0.7048	NPC45459
Intermediate Similarity	0.7048	NPC213308
Intermediate Similarity	0.7048	NPC315491
Intermediate Similarity	0.7044	NPC62749
Intermediate Similarity	0.7035	NPC84827
Intermediate Similarity	0.7035	NPC14113
Intermediate Similarity	0.7035	NPC474701
Intermediate Similarity	0.7035	NPC145885
Intermediate Similarity	0.7028	NPC134848
Intermediate Similarity	0.7022	NPC274640
Intermediate Similarity	0.7021	NPC13432
Intermediate Similarity	0.7019	NPC472293
Intermediate Similarity	0.7015	NPC314394
Intermediate Similarity	0.7014	NPC174760
Intermediate Similarity	0.7	NPC55772
Remote Similarity	0.699	NPC138370
Remote Similarity	0.6985	NPC151635
Remote Similarity	0.6976	NPC175474
Remote Similarity	0.697	NPC252572
Remote Similarity	0.6965	NPC91179
Remote Similarity	0.6961	NPC235684
Remote Similarity	0.6959	NPC187501
Remote Similarity	0.6955	NPC27041
Remote Similarity	0.6952	NPC474916
Remote Similarity	0.6951	NPC144452
Remote Similarity	0.6946	NPC207851
Remote Similarity	0.6933	NPC112547
Remote Similarity	0.6931	NPC192270
Remote Similarity	0.6919	NPC472297
Remote Similarity	0.6919	NPC302647
Remote Similarity	0.6919	NPC6982
Remote Similarity	0.6919	NPC472296
Remote Similarity	0.6919	NPC241024
Remote Similarity	0.6915	NPC213468
Remote Similarity	0.6912	NPC133003
Remote Similarity	0.6905	NPC227582
Remote Similarity	0.69	NPC288785
Remote Similarity	0.69	NPC84347
Remote Similarity	0.6897	NPC159125
Remote Similarity	0.6897	NPC243058
Remote Similarity	0.6893	NPC111602
Remote Similarity	0.6893	NPC102338
Remote Similarity	0.6893	NPC63199
Remote Similarity	0.6893	NPC196251
Remote Similarity	0.6891	NPC299594
Remote Similarity	0.6889	NPC179287
Remote Similarity	0.6884	NPC45190
Remote Similarity	0.6884	NPC474409
Remote Similarity	0.6881	NPC204303
Remote Similarity	0.6878	NPC169402
Remote Similarity	0.6878	NPC194040
Remote Similarity	0.6878	NPC315555
Remote Similarity	0.6875	NPC55493
Remote Similarity	0.6872	NPC194740
Remote Similarity	0.6869	NPC471943
Remote Similarity	0.6866	NPC293472
Remote Similarity	0.6866	NPC219848
Remote Similarity	0.6864	NPC116238
Remote Similarity	0.6861	NPC150239
Remote Similarity	0.6861	NPC276657
Remote Similarity	0.686	NPC154339
Remote Similarity	0.686	NPC144381
Remote Similarity	0.686	NPC329858
Remote Similarity	0.6857	NPC102592
Remote Similarity	0.6857	NPC79356
Remote Similarity	0.6853	NPC41717
Remote Similarity	0.6852	NPC249583
Remote Similarity	0.6847	NPC247803
Remote Similarity	0.6847	NPC264285
Remote Similarity	0.6842	NPC230403
Remote Similarity	0.684	NPC476175
Remote Similarity	0.6839	NPC285469
Remote Similarity	0.6833	NPC74969
Remote Similarity	0.6833	NPC469928
Remote Similarity	0.6833	NPC330009
Remote Similarity	0.6832	NPC256268
Remote Similarity	0.6821	NPC131718
Remote Similarity	0.6818	NPC472291
Remote Similarity	0.681	NPC19692
Remote Similarity	0.681	NPC220151
Remote Similarity	0.6809	NPC242556
Remote Similarity	0.6808	NPC252338
Remote Similarity	0.6807	NPC165964
Remote Similarity	0.6806	NPC471191
Remote Similarity	0.6806	NPC175602
Remote Similarity	0.6798	NPC33949
Remote Similarity	0.6797	NPC182222
Remote Similarity	0.6796	NPC90415
Remote Similarity	0.6796	NPC94752
Remote Similarity	0.6794	NPC67551
Remote Similarity	0.6792	NPC50503
Remote Similarity	0.6786	NPC214106
Remote Similarity	0.6786	NPC272174
Remote Similarity	0.6786	NPC225279
Remote Similarity	0.6782	NPC284775
Remote Similarity	0.678	NPC203635
Remote Similarity	0.6779	NPC314333
Remote Similarity	0.6779	NPC324091
Remote Similarity	0.6778	NPC473800
Remote Similarity	0.6777	NPC179701
Remote Similarity	0.6774	NPC85443
Remote Similarity	0.6773	NPC207020
Remote Similarity	0.6773	NPC110182
Remote Similarity	0.6768	NPC470509
Remote Similarity	0.6765	NPC71037
Remote Similarity	0.6763	NPC206186
Remote Similarity	0.6762	NPC267343
Remote Similarity	0.6759	NPC314648
Remote Similarity	0.6758	NPC234999
Remote Similarity	0.6756	NPC474896
Remote Similarity	0.6756	NPC280799
Remote Similarity	0.6754	NPC37548
Remote Similarity	0.6751	NPC8104
Remote Similarity	0.6751	NPC271734

Drug Structure

NPD2721 OpenBabel08211702552D 28 30 0 0 0 0 0 0 0 0999 V2000 7.2701 -2.0565 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6010 -2.7996 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9611 -1.1054 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6229 -2.5917 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9830 -0.8975 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 3.0485 -0.2738 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 -1.0739 -1.4781 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 5.3138 -1.6407 0.0000 C 0 0 0 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 0.6581 -2.4781 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 4.0267 -0.4817 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 0.9945 0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4945 0.9706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9400 -2.9781 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1.5241 -2.9781 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 4.3357 -1.4328 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 4.6958 0.2614 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4945 0.9706 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9945 1.8366 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.6691 0.7431 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3868 1.2125 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.9945 1.8366 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 11 2 0 0 0 0 5 11 1 0 0 0 0 6 7 2 0 0 0 0 6 12 1 0 0 0 0 7 15 1 0 0 0 0 8 10 2 0 0 0 0 8 13 1 0 0 0 0 9 10 1 0 0 0 0 9 14 2 0 0 0 0 10 19 1 0 0 0 0 11 21 1 0 0 0 0 12 16 1 0 0 0 0 12 17 2 0 0 0 0 13 16 2 0 0 0 0 13 20 1 0 0 0 0 14 16 1 0 0 0 0 14 22 1 0 0 0 0 15 21 2 3 0 0 0 15 23 1 0 0 0 0 17 18 1 0 0 0 0 17 22 1 0 0 0 0 18 24 1 0 0 0 0 18 25 2 0 0 0 0 22 26 1 0 0 0 0 23 27 1 0 0 0 0 24 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000678; DCL000400
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6450546
ChEBI
CAS Number

Drug Properties

Molecular Weight	374.02
ALogP	1.1079
MLogP	2.67
XLogP	4.818
HDA	5
HBD	3
Rotatable Bonds	8
TPSA	85.68
RO5 Violation	0