NPASS drugs

Drug Information

Drug ID:	NPD4439
Drug Name:	abafungin (cream, dermatomycosis), York Pharma
Molecular Formula:	C21H22N4OS
Canonical SMILES:	Cc1ccc(c(c1)C)Oc1ccccc1c1csc(n1)NC1=NCCCN1
Standard InCHI:	InChI=1S/C21H22N4OS/c1-14-8-9-18(15(2)12-14)26-19-7-4-3-6-16(19)17-13-27-21(24-17)25-20-22-10-5-11-23-20/h3-4,6-9,12-13H,5,10-11H2,1-2H3,(H2,22,23,24,25)
Standard InCHIKey:	TYBHXIFFPVFXQW-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4439

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	589
0.1-0.2	4840
0.2-0.3	8063
0.3-0.4	8728
0.4-0.5	6583
0.5-0.6	1772
0.6-0.7	299
0.7-0.8	16
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	0.7368	NPC153467
Intermediate Similarity	0.7324	NPC70259
Intermediate Similarity	0.7277	NPC205934
Intermediate Similarity	0.7277	NPC43787
Intermediate Similarity	0.7256	NPC72211
Intermediate Similarity	0.7123	NPC475112
Intermediate Similarity	0.7123	NPC475085
Intermediate Similarity	0.7123	NPC291535
Intermediate Similarity	0.7115	NPC168486
Intermediate Similarity	0.7115	NPC249662
Intermediate Similarity	0.7115	NPC222592
Intermediate Similarity	0.7091	NPC162484
Intermediate Similarity	0.7039	NPC187145
Intermediate Similarity	0.7014	NPC84478
Intermediate Similarity	0.7	NPC267423
Intermediate Similarity	0.7	NPC476044
Remote Similarity	0.6955	NPC329747
Remote Similarity	0.6951	NPC476106
Remote Similarity	0.6933	NPC201697
Remote Similarity	0.6906	NPC285558
Remote Similarity	0.6895	NPC243834
Remote Similarity	0.6895	NPC70956
Remote Similarity	0.6856	NPC470549
Remote Similarity	0.6842	NPC48353
Remote Similarity	0.6831	NPC39092
Remote Similarity	0.6826	NPC170114
Remote Similarity	0.682	NPC470889
Remote Similarity	0.6804	NPC131017
Remote Similarity	0.6798	NPC26850
Remote Similarity	0.6781	NPC477533
Remote Similarity	0.6756	NPC470930
Remote Similarity	0.6729	NPC176127
Remote Similarity	0.6726	NPC121772
Remote Similarity	0.6726	NPC11017
Remote Similarity	0.6723	NPC315822
Remote Similarity	0.6681	NPC477532
Remote Similarity	0.6667	NPC476465
Remote Similarity	0.6667	NPC475910
Remote Similarity	0.6667	NPC475253
Remote Similarity	0.6653	NPC471762
Remote Similarity	0.665	NPC26872
Remote Similarity	0.6638	NPC209769
Remote Similarity	0.6623	NPC193777
Remote Similarity	0.6622	NPC13880
Remote Similarity	0.6618	NPC177404
Remote Similarity	0.661	NPC198503
Remote Similarity	0.6609	NPC11464
Remote Similarity	0.6605	NPC144114
Remote Similarity	0.6594	NPC470931
Remote Similarity	0.659	NPC94943
Remote Similarity	0.6588	NPC41982
Remote Similarity	0.6583	NPC66777
Remote Similarity	0.6578	NPC329793
Remote Similarity	0.656	NPC204385
Remote Similarity	0.6549	NPC232727
Remote Similarity	0.6547	NPC242209
Remote Similarity	0.6545	NPC76748
Remote Similarity	0.6544	NPC190007
Remote Similarity	0.6537	NPC167860
Remote Similarity	0.6537	NPC123976
Remote Similarity	0.6526	NPC312872
Remote Similarity	0.6516	NPC92111
Remote Similarity	0.6515	NPC252251
Remote Similarity	0.6512	NPC72980
Remote Similarity	0.65	NPC2497
Remote Similarity	0.65	NPC296527
Remote Similarity	0.65	NPC242928
Remote Similarity	0.6498	NPC212535
Remote Similarity	0.6488	NPC209174
Remote Similarity	0.6483	NPC473041
Remote Similarity	0.6473	NPC473185
Remote Similarity	0.6461	NPC477531
Remote Similarity	0.6457	NPC307963
Remote Similarity	0.6456	NPC473179
Remote Similarity	0.6455	NPC238242
Remote Similarity	0.6453	NPC478074
Remote Similarity	0.6449	NPC24802
Remote Similarity	0.6447	NPC295898
Remote Similarity	0.6438	NPC208284
Remote Similarity	0.6432	NPC19872
Remote Similarity	0.6422	NPC473181
Remote Similarity	0.6419	NPC223427
Remote Similarity	0.6419	NPC288943
Remote Similarity	0.641	NPC94157
Remote Similarity	0.6405	NPC157931
Remote Similarity	0.6402	NPC208060
Remote Similarity	0.6398	NPC183407
Remote Similarity	0.6396	NPC134079
Remote Similarity	0.6395	NPC471304
Remote Similarity	0.6395	NPC199667
Remote Similarity	0.639	NPC471615
Remote Similarity	0.6389	NPC283152
Remote Similarity	0.6388	NPC18487
Remote Similarity	0.6384	NPC475190
Remote Similarity	0.6383	NPC471080
Remote Similarity	0.6383	NPC266931
Remote Similarity	0.6383	NPC469592
Remote Similarity	0.6378	NPC56271
Remote Similarity	0.6376	NPC206201
Remote Similarity	0.6376	NPC474798
Remote Similarity	0.6376	NPC477891
Remote Similarity	0.6371	NPC30540
Remote Similarity	0.6368	NPC475411
Remote Similarity	0.6368	NPC242923
Remote Similarity	0.6356	NPC280638
Remote Similarity	0.6345	NPC303658
Remote Similarity	0.6341	NPC180504
Remote Similarity	0.634	NPC310211
Remote Similarity	0.634	NPC473180
Remote Similarity	0.634	NPC308137
Remote Similarity	0.634	NPC471603
Remote Similarity	0.6339	NPC114335
Remote Similarity	0.6339	NPC141915
Remote Similarity	0.6339	NPC280964
Remote Similarity	0.6337	NPC257851
Remote Similarity	0.6336	NPC4687
Remote Similarity	0.6336	NPC249583
Remote Similarity	0.6333	NPC280799
Remote Similarity	0.6329	NPC152768
Remote Similarity	0.6329	NPC148183
Remote Similarity	0.6329	NPC161108
Remote Similarity	0.6327	NPC160666
Remote Similarity	0.6326	NPC474409
Remote Similarity	0.632	NPC476581
Remote Similarity	0.632	NPC36229
Remote Similarity	0.632	NPC16452
Remote Similarity	0.6318	NPC193267
Remote Similarity	0.6318	NPC213530
Remote Similarity	0.6306	NPC206251
Remote Similarity	0.6306	NPC74382
Remote Similarity	0.6304	NPC135887
Remote Similarity	0.6304	NPC199277
Remote Similarity	0.6303	NPC169402
Remote Similarity	0.6303	NPC305984
Remote Similarity	0.63	NPC153042
Remote Similarity	0.6292	NPC150239
Remote Similarity	0.6288	NPC176538
Remote Similarity	0.6287	NPC116238
Remote Similarity	0.6286	NPC115595
Remote Similarity	0.6282	NPC174672
Remote Similarity	0.6282	NPC174758
Remote Similarity	0.6281	NPC130570
Remote Similarity	0.6279	NPC105758
Remote Similarity	0.6279	NPC476686
Remote Similarity	0.6279	NPC476688
Remote Similarity	0.6278	NPC224327
Remote Similarity	0.6276	NPC96321
Remote Similarity	0.6276	NPC469594
Remote Similarity	0.6271	NPC202768
Remote Similarity	0.6271	NPC53069
Remote Similarity	0.6271	NPC264176
Remote Similarity	0.6271	NPC296482
Remote Similarity	0.627	NPC316756
Remote Similarity	0.6267	NPC99666
Remote Similarity	0.6267	NPC324149
Remote Similarity	0.6265	NPC473183
Remote Similarity	0.6262	NPC278874
Remote Similarity	0.6256	NPC251090
Remote Similarity	0.625	NPC473184
Remote Similarity	0.6245	NPC128823
Remote Similarity	0.6245	NPC81939
Remote Similarity	0.624	NPC162748
Remote Similarity	0.624	NPC280272
Remote Similarity	0.6233	NPC254762
Remote Similarity	0.6233	NPC66083
Remote Similarity	0.6233	NPC164664
Remote Similarity	0.6232	NPC148592
Remote Similarity	0.6229	NPC87413
Remote Similarity	0.6228	NPC267928
Remote Similarity	0.6226	NPC224632
Remote Similarity	0.6224	NPC323969
Remote Similarity	0.6224	NPC128115
Remote Similarity	0.6224	NPC132642
Remote Similarity	0.622	NPC475666
Remote Similarity	0.6217	NPC315957
Remote Similarity	0.6213	NPC469589
Remote Similarity	0.6208	NPC247803
Remote Similarity	0.6208	NPC46561
Remote Similarity	0.6207	NPC469440
Remote Similarity	0.6205	NPC128751
Remote Similarity	0.6205	NPC246700
Remote Similarity	0.6203	NPC316981
Remote Similarity	0.62	NPC6786
Remote Similarity	0.6198	NPC310118
Remote Similarity	0.6197	NPC243850
Remote Similarity	0.6195	NPC195268
Remote Similarity	0.6195	NPC133140
Remote Similarity	0.619	NPC31930
Remote Similarity	0.6189	NPC125597
Remote Similarity	0.6189	NPC21638
Remote Similarity	0.6188	NPC61350
Remote Similarity	0.6186	NPC113369
Remote Similarity	0.6183	NPC308906
Remote Similarity	0.6179	NPC314954
Remote Similarity	0.6178	NPC106833
Remote Similarity	0.6178	NPC469497
Remote Similarity	0.6175	NPC131486
Remote Similarity	0.6174	NPC287437
Remote Similarity	0.6174	NPC314056
Remote Similarity	0.617	NPC287208

Drug Structure

NPD4439 OpenBabel08211705262D 29 32 0 0 0 0 0 0 0 0999 V2000 6.7788 -2.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0468 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 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8903 -2.0932 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 1.8364 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 5.0468 -2.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 -2.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4836 -1.1796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3025 -2.9022 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9128 -1.1636 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 5.9128 -2.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0468 -0.6636 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 1.5827 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 -1.1636 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 -0.9013 -1.8841 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4890 -1.0751 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.3080 -2.7976 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.4781 -0.6581 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0933 -1.7796 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 -0.6636 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -0.7202 -3.6067 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6810 -2.5886 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 15 1 0 0 0 0 3 4 2 0 0 0 0 3 6 1 0 0 0 0 4 7 1 0 0 0 0 5 10 1 0 0 0 0 5 11 1 0 0 0 0 6 16 2 0 0 0 0 7 19 2 0 0 0 0 8 9 2 0 0 0 0 8 14 1 0 0 0 0 9 18 1 0 0 0 0 10 22 1 0 0 0 0 11 23 1 0 0 0 0 12 14 2 0 0 0 0 12 15 1 0 0 0 0 13 17 2 0 0 0 0 13 27 1 0 0 0 0 15 18 2 0 0 0 0 16 17 1 0 0 0 0 16 19 1 0 0 0 0 17 24 1 0 0 0 0 18 26 1 0 0 0 0 19 26 1 0 0 0 0 20 22 2 0 0 0 0 20 23 1 0 0 0 0 20 25 1 0 0 0 0 21 24 2 0 0 0 0 21 25 1 0 0 0 0 21 27 1 0 0 0 0 23 28 1 0 0 0 0 25 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB003924
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	378.15
ALogP	0.762
MLogP	3.11
XLogP	6.083
HDA	4
HBD	2
Rotatable Bonds	7
TPSA	86.78
RO5 Violation	1