NPASS drugs

Drug Information

Drug ID:	NPD2992
Drug Name:	Efinaconazole
Molecular Formula:	C18H22F2N4O
Canonical SMILES:	C=C1CCN(CC1)[C@@H]([C@@](c1ccc(cc1F)F)(Cn1cncn1)O)C
Standard InCHI:	InChI=1S/C18H22F2N4O/c1-13-5-7-23(8-6-13)14(2)18(25,10-24-12-21-11-22-24)16-4-3-15(19)9-17(16)20/h3-4,9,11-12,14,25H,1,5-8,10H2,2H3/t14-,18-/m1/s1
Standard InCHIKey:	NFEZZTICAUWDHU-RDTXWAMCSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2992

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	233
0.1-0.2	1290
0.2-0.3	9067
0.3-0.4	11220
0.4-0.5	8081
0.5-0.6	988
0.6-0.7	11
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	0.6933	NPC52764
Remote Similarity	0.649	NPC326232
Remote Similarity	0.6414	NPC292758
Remote Similarity	0.6414	NPC65855
Remote Similarity	0.6312	NPC228400
Remote Similarity	0.6312	NPC214200
Remote Similarity	0.6257	NPC469975
Remote Similarity	0.6115	NPC307020
Remote Similarity	0.6074	NPC267237
Remote Similarity	0.6027	NPC211551
Remote Similarity	0.6026	NPC273830
Remote Similarity	0.5988	NPC476989
Remote Similarity	0.5963	NPC469666
Remote Similarity	0.5959	NPC150254
Remote Similarity	0.5959	NPC304761
Remote Similarity	0.5959	NPC147000
Remote Similarity	0.5959	NPC226778
Remote Similarity	0.5952	NPC168861
Remote Similarity	0.5939	NPC9687
Remote Similarity	0.5939	NPC79465
Remote Similarity	0.5939	NPC151706
Remote Similarity	0.5939	NPC90194
Remote Similarity	0.5939	NPC474787
Remote Similarity	0.5939	NPC475318
Remote Similarity	0.5939	NPC475598
Remote Similarity	0.5939	NPC293377
Remote Similarity	0.5939	NPC273907
Remote Similarity	0.5939	NPC476102
Remote Similarity	0.5939	NPC260045
Remote Similarity	0.5939	NPC474855
Remote Similarity	0.5939	NPC76785
Remote Similarity	0.5939	NPC118099
Remote Similarity	0.5939	NPC474811
Remote Similarity	0.5939	NPC49577
Remote Similarity	0.5928	NPC214988
Remote Similarity	0.5926	NPC226662
Remote Similarity	0.5916	NPC472289
Remote Similarity	0.5906	NPC311658
Remote Similarity	0.5897	NPC470787
Remote Similarity	0.5897	NPC472540
Remote Similarity	0.5897	NPC472539
Remote Similarity	0.5886	NPC109151
Remote Similarity	0.5867	NPC472541
Remote Similarity	0.5867	NPC472542
Remote Similarity	0.5847	NPC164664
Remote Similarity	0.5844	NPC317254
Remote Similarity	0.5839	NPC65310
Remote Similarity	0.5823	NPC316896
Remote Similarity	0.5822	NPC327226
Remote Similarity	0.5814	NPC16188
Remote Similarity	0.5813	NPC285394
Remote Similarity	0.581	NPC471122
Remote Similarity	0.5808	NPC237227
Remote Similarity	0.5806	NPC82963
Remote Similarity	0.5801	NPC475998
Remote Similarity	0.5793	NPC259665
Remote Similarity	0.5793	NPC89769
Remote Similarity	0.5793	NPC126859
Remote Similarity	0.5784	NPC475532
Remote Similarity	0.5781	NPC254762
Remote Similarity	0.5779	NPC118202
Remote Similarity	0.5769	NPC38458
Remote Similarity	0.5769	NPC311737
Remote Similarity	0.5767	NPC66177
Remote Similarity	0.5767	NPC268763
Remote Similarity	0.5767	NPC8305
Remote Similarity	0.5765	NPC280638
Remote Similarity	0.5764	NPC33168
Remote Similarity	0.5762	NPC24777
Remote Similarity	0.5753	NPC17698
Remote Similarity	0.5753	NPC165285
Remote Similarity	0.575	NPC54537
Remote Similarity	0.5746	NPC59779
Remote Similarity	0.5746	NPC124542
Remote Similarity	0.5746	NPC471177
Remote Similarity	0.5724	NPC164514
Remote Similarity	0.5724	NPC226096
Remote Similarity	0.5724	NPC108606
Remote Similarity	0.5724	NPC290515
Remote Similarity	0.5724	NPC303611
Remote Similarity	0.5723	NPC3202
Remote Similarity	0.5714	NPC473491
Remote Similarity	0.5707	NPC129486
Remote Similarity	0.5707	NPC280022
Remote Similarity	0.5705	NPC470544
Remote Similarity	0.57	NPC471603
Remote Similarity	0.5696	NPC283760
Remote Similarity	0.5694	NPC25565
Remote Similarity	0.5694	NPC62995
Remote Similarity	0.5689	NPC132847
Remote Similarity	0.5687	NPC252878
Remote Similarity	0.5687	NPC317474
Remote Similarity	0.5687	NPC213126
Remote Similarity	0.5687	NPC291027
Remote Similarity	0.5687	NPC84281
Remote Similarity	0.5687	NPC169485
Remote Similarity	0.5686	NPC269340
Remote Similarity	0.5683	NPC471124
Remote Similarity	0.5682	NPC233702
Remote Similarity	0.568	NPC242159
Remote Similarity	0.568	NPC313694
Remote Similarity	0.5679	NPC171372
Remote Similarity	0.5669	NPC470545
Remote Similarity	0.5665	NPC314114
Remote Similarity	0.5663	NPC257390
Remote Similarity	0.566	NPC476990
Remote Similarity	0.5655	NPC473501
Remote Similarity	0.5655	NPC311242
Remote Similarity	0.5655	NPC475439
Remote Similarity	0.5652	NPC46427
Remote Similarity	0.5652	NPC242923
Remote Similarity	0.565	NPC202198
Remote Similarity	0.5647	NPC48202
Remote Similarity	0.5646	NPC289381
Remote Similarity	0.5646	NPC316797
Remote Similarity	0.5646	NPC155847
Remote Similarity	0.5645	NPC476688
Remote Similarity	0.5645	NPC476686
Remote Similarity	0.5645	NPC158129
Remote Similarity	0.5645	NPC105758
Remote Similarity	0.5644	NPC477937
Remote Similarity	0.5638	NPC203754
Remote Similarity	0.5638	NPC150048
Remote Similarity	0.5636	NPC124802
Remote Similarity	0.5636	NPC69496
Remote Similarity	0.5635	NPC469243
Remote Similarity	0.5633	NPC470546
Remote Similarity	0.5625	NPC161972
Remote Similarity	0.5625	NPC303045
Remote Similarity	0.5625	NPC202521
Remote Similarity	0.5622	NPC278874
Remote Similarity	0.5621	NPC474149
Remote Similarity	0.5613	NPC250178
Remote Similarity	0.5613	NPC474544
Remote Similarity	0.5613	NPC1986
Remote Similarity	0.5604	NPC73655

Drug Structure

NPD2992 OpenBabel08211702562D 26 28 0 0 1 0 0 0 0 0999 V2000 1.0602 -3.6981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9568 -0.3534 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0170 0.9655 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 0.4828 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5085 -2.8619 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0602 -2.0257 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9912 -2.0257 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5430 -1.1896 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 2.4138 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8362 -0.4828 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5281 0.3248 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1009 0.9602 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5430 -2.8619 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9912 -0.3534 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.0170 1.9310 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3446 0.9655 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3446 1.9310 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5085 0.4828 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.8531 2.4138 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 2.5085 2.4138 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.0453 1.1610 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8820 -0.3927 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5085 -1.1896 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 2.0257 1.3189 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0602 1.3189 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 2 0 0 0 0 3 4 2 0 0 0 0 3 15 1 0 0 0 0 4 16 1 0 0 0 0 5 7 1 0 0 0 0 5 13 1 0 0 0 0 6 8 1 0 0 0 0 6 13 1 0 0 0 0 7 23 1 0 0 0 0 8 23 1 0 0 0 0 9 15 2 0 0 0 0 9 17 1 0 0 0 0 10 24 1 0 0 0 0 11 21 1 0 0 0 0 11 22 2 0 0 0 0 12 21 2 0 0 0 0 12 24 1 0 0 0 0 14 2 1 1 0 0 0 14 18 1 0 0 0 0 14 23 1 0 0 0 0 15 19 1 0 0 0 0 16 17 2 0 0 0 0 16 18 1 0 0 0 0 17 20 1 0 0 0 0 18 10 1 6 0 0 0 18 25 1 0 0 0 0 22 24 1 0 0 0 0 25 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB013203
DrugBank	DB09040
ChEMBL	CHEMBL2103877
IUPHAR/BPS
PharmaGKB
KEGG Drug	D10021
PubChem CID
ChEBI	82718
CAS Number	164650-44-6

Drug Properties

Molecular Weight	348.18
ALogP	1.2994
MLogP	2.67
XLogP	2.014
HDA	5
HBD	1
Rotatable Bonds	9
TPSA	54.18
RO5 Violation	0