NPASS drugs

Drug Information

Drug ID:	NPD2938
Drug Name:	Clomacran Phosphate
Molecular Formula:	C18H21ClN2.H3O4P
Canonical SMILES:	OP(=O)(O)O.CN(CCCC1c2ccccc2Nc2c1cc(Cl)cc2)C
Standard InCHI:	InChI=1S/C18H21ClN2.H3O4P/c1-21(2)11-5-7-14-15-6-3-4-8-17(15)20-18-10-9-13(19)12-16(14)18;1-5(2,3)4/h3-4,6,8-10,12,14,20H,5,7,11H2,1-2H3;(H3,1,2,3,4)
Standard InCHIKey:	SKKDWRIEPIZVOR-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2938

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	486
0.1-0.2	3821
0.2-0.3	12674
0.3-0.4	9430
0.4-0.5	3239
0.5-0.6	1000
0.6-0.7	221
0.7-0.8	19
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	0.7891	NPC475915
Intermediate Similarity	0.7797	NPC291610
Intermediate Similarity	0.7705	NPC302790
Intermediate Similarity	0.7609	NPC325599
Intermediate Similarity	0.7594	NPC252794
Intermediate Similarity	0.7591	NPC313352
Intermediate Similarity	0.748	NPC79618
Intermediate Similarity	0.7308	NPC313449
Intermediate Similarity	0.7252	NPC320656
Intermediate Similarity	0.7231	NPC125416
Intermediate Similarity	0.72	NPC434
Intermediate Similarity	0.7176	NPC192209
Intermediate Similarity	0.7153	NPC315348
Intermediate Similarity	0.7153	NPC469949
Intermediate Similarity	0.7153	NPC32002
Intermediate Similarity	0.7153	NPC145754
Intermediate Similarity	0.7143	NPC317564
Intermediate Similarity	0.7132	NPC187036
Intermediate Similarity	0.7	NPC329430
Remote Similarity	0.6993	NPC476464
Remote Similarity	0.6992	NPC264580
Remote Similarity	0.697	NPC313673
Remote Similarity	0.6903	NPC477591
Remote Similarity	0.6894	NPC288232
Remote Similarity	0.6891	NPC470926
Remote Similarity	0.6871	NPC59084
Remote Similarity	0.687	NPC296163
Remote Similarity	0.6829	NPC314919
Remote Similarity	0.6824	NPC473868
Remote Similarity	0.6824	NPC63157
Remote Similarity	0.681	NPC229477
Remote Similarity	0.6807	NPC191444
Remote Similarity	0.6788	NPC268534
Remote Similarity	0.6786	NPC478079
Remote Similarity	0.6759	NPC198988
Remote Similarity	0.6757	NPC2949
Remote Similarity	0.6744	NPC77294
Remote Similarity	0.6732	NPC33421
Remote Similarity	0.6723	NPC176858
Remote Similarity	0.6711	NPC21605
Remote Similarity	0.6711	NPC476454
Remote Similarity	0.6694	NPC108800
Remote Similarity	0.6689	NPC88097
Remote Similarity	0.6689	NPC264589
Remote Similarity	0.6667	NPC251722
Remote Similarity	0.6667	NPC314102
Remote Similarity	0.6622	NPC130251
Remote Similarity	0.6601	NPC109787
Remote Similarity	0.6599	NPC325252
Remote Similarity	0.6581	NPC169016
Remote Similarity	0.6535	NPC239854
Remote Similarity	0.6532	NPC315617
Remote Similarity	0.6532	NPC314058
Remote Similarity	0.6532	NPC316359
Remote Similarity	0.6532	NPC316018
Remote Similarity	0.6531	NPC471123
Remote Similarity	0.6516	NPC206592
Remote Similarity	0.65	NPC30445
Remote Similarity	0.65	NPC111233
Remote Similarity	0.6496	NPC228515
Remote Similarity	0.6496	NPC134825
Remote Similarity	0.6496	NPC81561
Remote Similarity	0.6493	NPC314141
Remote Similarity	0.6483	NPC22079
Remote Similarity	0.6478	NPC475990
Remote Similarity	0.6478	NPC221786
Remote Similarity	0.6478	NPC474880
Remote Similarity	0.6478	NPC56765
Remote Similarity	0.6475	NPC257490
Remote Similarity	0.6471	NPC258046
Remote Similarity	0.6458	NPC9856
Remote Similarity	0.6458	NPC473417
Remote Similarity	0.6449	NPC162689
Remote Similarity	0.6449	NPC226143
Remote Similarity	0.6449	NPC54102
Remote Similarity	0.6438	NPC475450
Remote Similarity	0.6438	NPC229173
Remote Similarity	0.6423	NPC148140
Remote Similarity	0.6417	NPC262295
Remote Similarity	0.6408	NPC122718
Remote Similarity	0.6403	NPC179605
Remote Similarity	0.6403	NPC279385
Remote Similarity	0.6403	NPC316582
Remote Similarity	0.6402	NPC116961
Remote Similarity	0.6392	NPC476219
Remote Similarity	0.6389	NPC328590
Remote Similarity	0.637	NPC475428
Remote Similarity	0.6369	NPC470233
Remote Similarity	0.6364	NPC470440
Remote Similarity	0.6364	NPC469735
Remote Similarity	0.6358	NPC186284
Remote Similarity	0.6358	NPC162799
Remote Similarity	0.6358	NPC301760
Remote Similarity	0.6358	NPC104483
Remote Similarity	0.6358	NPC22082
Remote Similarity	0.6358	NPC73767
Remote Similarity	0.6357	NPC103292
Remote Similarity	0.6357	NPC474430
Remote Similarity	0.6356	NPC104070
Remote Similarity	0.634	NPC20144
Remote Similarity	0.634	NPC311330
Remote Similarity	0.6331	NPC177684
Remote Similarity	0.6331	NPC291962
Remote Similarity	0.6323	NPC469740
Remote Similarity	0.6319	NPC250361
Remote Similarity	0.6319	NPC476950
Remote Similarity	0.6316	NPC469767
Remote Similarity	0.6316	NPC469779
Remote Similarity	0.6316	NPC115611
Remote Similarity	0.6316	NPC469784
Remote Similarity	0.6316	NPC469780
Remote Similarity	0.6316	NPC469761
Remote Similarity	0.6316	NPC469768
Remote Similarity	0.6316	NPC469783
Remote Similarity	0.6312	NPC222029
Remote Similarity	0.6308	NPC328877
Remote Similarity	0.6306	NPC53947
Remote Similarity	0.6306	NPC475763
Remote Similarity	0.6301	NPC473587
Remote Similarity	0.6289	NPC476297
Remote Similarity	0.6286	NPC258531
Remote Similarity	0.6286	NPC161956
Remote Similarity	0.6286	NPC112373
Remote Similarity	0.6284	NPC473930
Remote Similarity	0.6275	NPC469537
Remote Similarity	0.6275	NPC469766
Remote Similarity	0.6273	NPC206819
Remote Similarity	0.6273	NPC276085
Remote Similarity	0.6273	NPC318065
Remote Similarity	0.6267	NPC218268
Remote Similarity	0.6259	NPC282398
Remote Similarity	0.6259	NPC476685
Remote Similarity	0.6259	NPC53044
Remote Similarity	0.6259	NPC476687
Remote Similarity	0.6259	NPC476689
Remote Similarity	0.6258	NPC271797
Remote Similarity	0.6258	NPC21174
Remote Similarity	0.6258	NPC204141
Remote Similarity	0.6257	NPC83381
Remote Similarity	0.625	NPC115049
Remote Similarity	0.625	NPC110126
Remote Similarity	0.6242	NPC473329
Remote Similarity	0.6242	NPC318086
Remote Similarity	0.6241	NPC164802
Remote Similarity	0.6241	NPC215519
Remote Similarity	0.6233	NPC473762
Remote Similarity	0.6226	NPC325903
Remote Similarity	0.6225	NPC469560
Remote Similarity	0.6225	NPC84911
Remote Similarity	0.6224	NPC192533
Remote Similarity	0.6218	NPC119677
Remote Similarity	0.6216	NPC179365
Remote Similarity	0.6211	NPC286427
Remote Similarity	0.6205	NPC474897
Remote Similarity	0.6196	NPC282339
Remote Similarity	0.6196	NPC469741
Remote Similarity	0.6196	NPC99632
Remote Similarity	0.6178	NPC477134
Remote Similarity	0.6178	NPC179787
Remote Similarity	0.6178	NPC201380
Remote Similarity	0.6173	NPC193410
Remote Similarity	0.6173	NPC36495
Remote Similarity	0.6173	NPC41257
Remote Similarity	0.6164	NPC209389
Remote Similarity	0.6159	NPC90723
Remote Similarity	0.6159	NPC261195
Remote Similarity	0.6159	NPC96102
Remote Similarity	0.6159	NPC29886
Remote Similarity	0.6154	NPC41174
Remote Similarity	0.6144	NPC316811
Remote Similarity	0.6139	NPC321911
Remote Similarity	0.6138	NPC245244
Remote Similarity	0.6138	NPC166424
Remote Similarity	0.6138	NPC146373
Remote Similarity	0.6136	NPC474695
Remote Similarity	0.6135	NPC248117
Remote Similarity	0.6135	NPC44773
Remote Similarity	0.6135	NPC215584
Remote Similarity	0.6118	NPC471312
Remote Similarity	0.6118	NPC150259
Remote Similarity	0.6118	NPC105127
Remote Similarity	0.6115	NPC63545
Remote Similarity	0.6115	NPC288838
Remote Similarity	0.6111	NPC477887
Remote Similarity	0.6111	NPC61013
Remote Similarity	0.6111	NPC46358
Remote Similarity	0.6111	NPC322040
Remote Similarity	0.6111	NPC216643
Remote Similarity	0.6107	NPC101165
Remote Similarity	0.6104	NPC284635
Remote Similarity	0.6101	NPC66936
Remote Similarity	0.6101	NPC40070
Remote Similarity	0.6099	NPC91958
Remote Similarity	0.6095	NPC329688
Remote Similarity	0.6095	NPC189812
Remote Similarity	0.6081	NPC329896
Remote Similarity	0.6081	NPC475105
Remote Similarity	0.6081	NPC475090
Remote Similarity	0.6078	NPC243162
Remote Similarity	0.6078	NPC169433

Drug Structure

NPD2938 OpenBabel08211702562D 30 31 0 0 1 0 0 0 0 0999 V2000 6.5622 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -4.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 4.8301 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -4.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -6.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 10.0622 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.0622 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.0622 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.0622 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.0622 -2.0000 0.0000 P 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -7.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.5622 -2.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.9282 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.5622 -2.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 21 1 0 0 0 0 3 4 2 0 0 0 0 3 6 1 0 0 0 0 4 8 1 0 0 0 0 5 7 1 0 0 0 0 5 11 1 0 0 0 0 6 15 2 0 0 0 0 7 14 1 0 0 0 0 8 17 2 0 0 0 0 9 10 2 0 0 0 0 9 13 1 0 0 0 0 10 18 1 0 0 0 0 11 21 1 0 0 0 0 12 13 2 0 0 0 0 12 16 1 0 0 0 0 13 19 1 0 0 0 0 14 15 1 0 0 0 0 14 16 1 0 0 0 0 15 17 1 0 0 0 0 16 18 2 0 0 0 0 17 20 1 0 0 0 0 18 20 1 0 0 0 0 20 27 1 0 0 0 0 22 26 1 0 0 0 0 22 28 1 0 0 0 0 23 26 1 0 0 0 0 23 29 1 0 0 0 0 24 26 1 0 0 0 0 24 30 1 0 0 0 0 25 26 2 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	300.14
ALogP	0.39
MLogP	3.11
XLogP	4.764
HDA	2
HBD	1
Rotatable Bonds	7
TPSA	15.27
RO5 Violation	0