NPASS drugs

Drug Information

Drug ID:	NPD2716
Drug Name:	anti-MRSA, Shikoku
Molecular Formula:	C18H11Cl3N2O
Canonical SMILES:	Clc1ccc(cc1)C(=O)/C(=C/c1ccc(cc1Cl)Cl)/n1cncc1
Standard InCHI:	InChI=1S/C18H11Cl3N2O/c19-14-4-1-12(2-5-14)18(24)17(23-8-7-22-11-23)9-13-3-6-15(20)10-16(13)21/h1-11H/b17-9-
Standard InCHIKey:	NHUBNGBTNGRPMH-MFOYZWKCSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2716

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	471
0.1-0.2	4586
0.2-0.3	11510
0.3-0.4	11044
0.4-0.5	2606
0.5-0.6	646
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	0.6716	NPC116555
Remote Similarity	0.6619	NPC267811
Remote Similarity	0.6546	NPC476341
Remote Similarity	0.6356	NPC471614
Remote Similarity	0.6354	NPC282531
Remote Similarity	0.634	NPC73994
Remote Similarity	0.6284	NPC469975
Remote Similarity	0.6233	NPC935
Remote Similarity	0.6233	NPC267078
Remote Similarity	0.6224	NPC191415
Remote Similarity	0.6218	NPC317054
Remote Similarity	0.6205	NPC474357
Remote Similarity	0.6158	NPC326422
Remote Similarity	0.6157	NPC238945
Remote Similarity	0.6154	NPC83774
Remote Similarity	0.6154	NPC284775
Remote Similarity	0.6134	NPC469529
Remote Similarity	0.6116	NPC470323
Remote Similarity	0.6106	NPC54537
Remote Similarity	0.6091	NPC61011
Remote Similarity	0.6087	NPC102664
Remote Similarity	0.6033	NPC100726
Remote Similarity	0.6032	NPC80681
Remote Similarity	0.6032	NPC477591
Remote Similarity	0.603	NPC102755
Remote Similarity	0.601	NPC81535
Remote Similarity	0.6	NPC46895
Remote Similarity	0.5968	NPC473878
Remote Similarity	0.5959	NPC56233
Remote Similarity	0.595	NPC471609
Remote Similarity	0.5947	NPC293487
Remote Similarity	0.5938	NPC478182
Remote Similarity	0.5936	NPC470679
Remote Similarity	0.5936	NPC217021
Remote Similarity	0.593	NPC16659
Remote Similarity	0.5926	NPC242923
Remote Similarity	0.5912	NPC315348
Remote Similarity	0.5912	NPC32002
Remote Similarity	0.5896	NPC317701
Remote Similarity	0.5885	NPC474916
Remote Similarity	0.5879	NPC265710
Remote Similarity	0.5876	NPC478183
Remote Similarity	0.5873	NPC229055
Remote Similarity	0.5865	NPC128244
Remote Similarity	0.5857	NPC237414
Remote Similarity	0.5853	NPC54981
Remote Similarity	0.5851	NPC472260
Remote Similarity	0.5846	NPC70949
Remote Similarity	0.5841	NPC323244
Remote Similarity	0.5829	NPC240088
Remote Similarity	0.5829	NPC237188
Remote Similarity	0.5829	NPC473380
Remote Similarity	0.5826	NPC470702
Remote Similarity	0.5826	NPC473218
Remote Similarity	0.5825	NPC476460
Remote Similarity	0.5824	NPC471574
Remote Similarity	0.5818	NPC177996
Remote Similarity	0.5818	NPC147983
Remote Similarity	0.5812	NPC124276
Remote Similarity	0.5803	NPC478185
Remote Similarity	0.5799	NPC470703
Remote Similarity	0.5798	NPC471655
Remote Similarity	0.5795	NPC475920
Remote Similarity	0.5795	NPC114637
Remote Similarity	0.5794	NPC472259
Remote Similarity	0.5775	NPC114209
Remote Similarity	0.5775	NPC57398
Remote Similarity	0.5773	NPC478184
Remote Similarity	0.5773	NPC265100
Remote Similarity	0.5769	NPC304203
Remote Similarity	0.5769	NPC207554
Remote Similarity	0.5764	NPC21429
Remote Similarity	0.5764	NPC477003
Remote Similarity	0.5753	NPC471193
Remote Similarity	0.5753	NPC471194
Remote Similarity	0.5753	NPC467188
Remote Similarity	0.575	NPC157583
Remote Similarity	0.5747	NPC62995
Remote Similarity	0.574	NPC308906
Remote Similarity	0.5739	NPC328924
Remote Similarity	0.5737	NPC251391
Remote Similarity	0.5736	NPC32534
Remote Similarity	0.573	NPC136002
Remote Similarity	0.5727	NPC282247
Remote Similarity	0.5722	NPC242116
Remote Similarity	0.572	NPC63109
Remote Similarity	0.5714	NPC71238
Remote Similarity	0.5714	NPC313889
Remote Similarity	0.5714	NPC65408
Remote Similarity	0.5707	NPC135601
Remote Similarity	0.5707	NPC141612
Remote Similarity	0.5707	NPC17273
Remote Similarity	0.57	NPC324091
Remote Similarity	0.5693	NPC477042
Remote Similarity	0.5691	NPC105811
Remote Similarity	0.5687	NPC167710
Remote Similarity	0.5687	NPC134657
Remote Similarity	0.5686	NPC285923
Remote Similarity	0.5684	NPC70406
Remote Similarity	0.5681	NPC121327
Remote Similarity	0.5678	NPC252572
Remote Similarity	0.567	NPC100104
Remote Similarity	0.567	NPC470680
Remote Similarity	0.5657	NPC91895
Remote Similarity	0.5655	NPC113099
Remote Similarity	0.565	NPC469938
Remote Similarity	0.5646	NPC216550
Remote Similarity	0.5644	NPC12649
Remote Similarity	0.5642	NPC207428
Remote Similarity	0.5641	NPC470203
Remote Similarity	0.5637	NPC161143
Remote Similarity	0.5636	NPC72956
Remote Similarity	0.5635	NPC300299
Remote Similarity	0.5633	NPC74619
Remote Similarity	0.5628	NPC143977
Remote Similarity	0.5622	NPC151635
Remote Similarity	0.5619	NPC474492
Remote Similarity	0.5619	NPC300238
Remote Similarity	0.5616	NPC24864
Remote Similarity	0.5611	NPC153980
Remote Similarity	0.5611	NPC6865

Drug Structure

NPD2716 OpenBabel08211702552D 24 26 0 0 0 0 0 0 0 0999 V2000 -3.4641 -3.0000 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 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -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 1.0827 -4.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1045 -3.9945 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 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9135 -2.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -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 0.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -1.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 -3.3364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 1 12 2 0 0 0 0 2 5 2 0 0 0 0 2 12 1 0 0 0 0 3 6 2 0 0 0 0 3 13 1 0 0 0 0 4 14 2 0 0 0 0 5 14 1 0 0 0 0 6 15 1 0 0 0 0 7 8 2 0 0 0 0 7 22 1 0 0 0 0 8 23 1 0 0 0 0 9 13 1 0 0 0 0 9 17 2 0 0 0 0 10 15 2 0 0 0 0 10 16 1 0 0 0 0 11 22 2 0 0 0 0 11 23 1 0 0 0 0 12 18 1 0 0 0 0 13 16 2 0 0 0 0 14 19 1 0 0 0 0 15 20 1 0 0 0 0 16 21 1 0 0 0 0 17 18 1 0 0 0 0 17 23 1 0 0 0 0 18 24 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB000121
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	375.99
ALogP	2.0033
MLogP	2.78
XLogP	6.022
HDA	3
HBD	0
Rotatable Bonds	7
TPSA	34.89
RO5 Violation	1