NPASS drugs

Drug Information

Drug ID:	NPD3535
Drug Name:
Molecular Formula:	C19H23NO4S
Canonical SMILES:	COC(=O)C1=C(C)NC(=C(C1C)C(=O)OCCSc1ccccc1)C
Standard InCHI:	InChI=1S/C19H23NO4S/c1-12-16(18(21)23-4)13(2)20-14(3)17(12)19(22)24-10-11-25-15-8-6-5-7-9-15/h5-9,12,20H,10-11H2,1-4H3
Standard InCHIKey:	DHCNAWNKZMNTIS-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3535

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	74
0.1-0.2	834
0.2-0.3	3627
0.3-0.4	11266
0.4-0.5	13826
0.5-0.6	1236
0.6-0.7	27
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	0.6562	NPC190955
Remote Similarity	0.6443	NPC190945
Remote Similarity	0.625	NPC185501
Remote Similarity	0.6242	NPC36836
Remote Similarity	0.6242	NPC63370
Remote Similarity	0.6239	NPC53299
Remote Similarity	0.6174	NPC303245
Remote Similarity	0.616	NPC179411
Remote Similarity	0.6149	NPC477557
Remote Similarity	0.6148	NPC77273
Remote Similarity	0.6107	NPC114741
Remote Similarity	0.6107	NPC182549
Remote Similarity	0.6077	NPC51174
Remote Similarity	0.6074	NPC32356
Remote Similarity	0.6068	NPC208183
Remote Similarity	0.6068	NPC243289
Remote Similarity	0.6056	NPC472165
Remote Similarity	0.6033	NPC220893
Remote Similarity	0.6031	NPC47536
Remote Similarity	0.6031	NPC20485
Remote Similarity	0.6015	NPC323007
Remote Similarity	0.6014	NPC470441
Remote Similarity	0.6	NPC169050
Remote Similarity	0.6	NPC96625
Remote Similarity	0.6	NPC286608
Remote Similarity	0.6	NPC78517
Remote Similarity	0.6	NPC167577
Remote Similarity	0.5985	NPC40178
Remote Similarity	0.5984	NPC240108
Remote Similarity	0.5984	NPC213156
Remote Similarity	0.5984	NPC146351
Remote Similarity	0.5983	NPC99240
Remote Similarity	0.5974	NPC477556
Remote Similarity	0.5969	NPC474365
Remote Similarity	0.5969	NPC301943
Remote Similarity	0.5968	NPC23453
Remote Similarity	0.5954	NPC477251
Remote Similarity	0.5952	NPC270654
Remote Similarity	0.5932	NPC308619
Remote Similarity	0.5932	NPC127491
Remote Similarity	0.5932	NPC324835
Remote Similarity	0.5926	NPC273814
Remote Similarity	0.5913	NPC176228
Remote Similarity	0.5906	NPC78701
Remote Similarity	0.5906	NPC35448
Remote Similarity	0.5906	NPC225060
Remote Similarity	0.5902	NPC173443
Remote Similarity	0.5899	NPC64340
Remote Similarity	0.5897	NPC89950
Remote Similarity	0.5878	NPC269457
Remote Similarity	0.5877	NPC175393
Remote Similarity	0.5868	NPC89377
Remote Similarity	0.5852	NPC474689
Remote Similarity	0.5839	NPC472164
Remote Similarity	0.5839	NPC210092
Remote Similarity	0.5839	NPC29607
Remote Similarity	0.5827	NPC92754
Remote Similarity	0.5827	NPC249912
Remote Similarity	0.5827	NPC472788
Remote Similarity	0.5827	NPC276775
Remote Similarity	0.5826	NPC3672
Remote Similarity	0.5826	NPC287790
Remote Similarity	0.5821	NPC214067
Remote Similarity	0.5821	NPC196246
Remote Similarity	0.5816	NPC243059
Remote Similarity	0.5816	NPC474223
Remote Similarity	0.5816	NPC475827
Remote Similarity	0.5816	NPC280827
Remote Similarity	0.5806	NPC119631
Remote Similarity	0.5798	NPC270507
Remote Similarity	0.5796	NPC13470
Remote Similarity	0.5778	NPC1082
Remote Similarity	0.5778	NPC305912
Remote Similarity	0.5763	NPC71795
Remote Similarity	0.5758	NPC472919
Remote Similarity	0.5755	NPC190298
Remote Similarity	0.5746	NPC10251
Remote Similarity	0.5746	NPC17417
Remote Similarity	0.5746	NPC469636
Remote Similarity	0.5736	NPC325497
Remote Similarity	0.5736	NPC118343
Remote Similarity	0.5735	NPC270699
Remote Similarity	0.5735	NPC82899
Remote Similarity	0.5734	NPC26285
Remote Similarity	0.5714	NPC475086
Remote Similarity	0.5714	NPC122235
Remote Similarity	0.5714	NPC323103
Remote Similarity	0.5714	NPC152812
Remote Similarity	0.5714	NPC103387
Remote Similarity	0.5704	NPC93084
Remote Similarity	0.5704	NPC474222
Remote Similarity	0.5704	NPC251854
Remote Similarity	0.5704	NPC475804
Remote Similarity	0.5702	NPC58616
Remote Similarity	0.5694	NPC474254
Remote Similarity	0.5694	NPC474159
Remote Similarity	0.5694	NPC477163
Remote Similarity	0.5693	NPC128368
Remote Similarity	0.5692	NPC42211
Remote Similarity	0.5692	NPC70624
Remote Similarity	0.5676	NPC477432
Remote Similarity	0.5672	NPC56493
Remote Similarity	0.5669	NPC130398
Remote Similarity	0.5662	NPC474157
Remote Similarity	0.5659	NPC135951
Remote Similarity	0.5659	NPC154517
Remote Similarity	0.5655	NPC226794
Remote Similarity	0.5652	NPC153053
Remote Similarity	0.5645	NPC9822
Remote Similarity	0.5634	NPC476096
Remote Similarity	0.563	NPC474364
Remote Similarity	0.563	NPC184633
Remote Similarity	0.563	NPC281604
Remote Similarity	0.5625	NPC30361
Remote Similarity	0.5625	NPC160493
Remote Similarity	0.562	NPC470825
Remote Similarity	0.5616	NPC470008
Remote Similarity	0.5616	NPC474479
Remote Similarity	0.5615	NPC80115
Remote Similarity	0.5615	NPC203925
Remote Similarity	0.5608	NPC165726
Remote Similarity	0.5608	NPC81092
Remote Similarity	0.5608	NPC213969
Remote Similarity	0.5608	NPC103605
Remote Similarity	0.5606	NPC234305
Remote Similarity	0.56	NPC291419
Remote Similarity	0.56	NPC60825

Drug Structure

NPD3535 OpenBabel08211703112D 26 27 0 0 1 0 0 0 0 0999 V2000 -0.0000 -3.0000 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 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -3.5000 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 6.9282 -0.0000 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 6.0622 -0.5000 0.0000 C 0 0 0 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 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 0.0000 C 0 0 3 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 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 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 C 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 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 12 1 0 0 0 0 2 13 1 0 0 0 0 3 14 1 0 0 0 0 4 23 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 8 1 0 0 0 0 7 9 2 0 0 0 0 8 15 2 0 0 0 0 9 15 1 0 0 0 0 10 11 1 0 0 0 0 10 24 1 0 0 0 0 11 25 1 0 0 0 0 12 16 1 0 0 0 0 12 17 1 0 0 0 0 13 16 2 0 0 0 0 13 20 1 0 0 0 0 14 17 2 0 0 0 0 14 20 1 0 0 0 0 15 25 1 0 0 0 0 16 18 1 0 0 0 0 17 19 1 0 0 0 0 18 21 2 0 0 0 0 18 23 1 0 0 0 0 19 22 2 0 0 0 0 19 24 1 0 0 0 0 20 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB013738
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	4698
ChEBI
CAS Number

Drug Properties

Molecular Weight	361.13
ALogP	1.0485
MLogP	2.89
XLogP	5.27
HDA	5
HBD	1
Rotatable Bonds	12
TPSA	89.93
RO5 Violation	1