NPASS drugs

Drug Information

Drug ID:	NPD6033
Drug Name:	Halcinonide
Molecular Formula:	C24H32ClFO5
Canonical SMILES:	ClCC(=O)[C@@]12OC(O[C@@H]1C[C@@H]1[C@]2(C)C[C@H](O)[C@]2([C@H]1CCC1=CC(=O)CC[C@]21C)F)(C)C
Standard InCHI:	InChI=1S/C24H32ClFO5/c1-20(2)30-19-10-16-15-6-5-13-9-14(27)7-8-21(13,3)23(15,26)17(28)11-22(16,4)24(19,31-20)18(29)12-25/h9,15-17,19,28H,5-8,10-12H2,1-4H3/t15-,16-,17-,19+,21-,22-,23-,24+/m0/s1
Standard InCHIKey:	MUQNGPZZQDCDFT-JNQJZLCISA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6033

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	187
0.1-0.2	1178
0.2-0.3	3773
0.3-0.4	6846
0.4-0.5	9181
0.5-0.6	5024
0.6-0.7	3940
0.7-0.8	757
0.8-0.85	3
0.85-0.9	1
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
High Similarity	0.8926	NPC313528
Intermediate Similarity	0.8264	NPC178981
Intermediate Similarity	0.8017	NPC235077
Intermediate Similarity	0.8017	NPC163314
Intermediate Similarity	0.7883	NPC473396
Intermediate Similarity	0.7857	NPC297179
Intermediate Similarity	0.7846	NPC174367
Intermediate Similarity	0.7846	NPC47113
Intermediate Similarity	0.7836	NPC198361
Intermediate Similarity	0.7823	NPC471627
Intermediate Similarity	0.7823	NPC471173
Intermediate Similarity	0.7823	NPC52634
Intermediate Similarity	0.7795	NPC319570
Intermediate Similarity	0.7787	NPC2766
Intermediate Similarity	0.7769	NPC473255
Intermediate Similarity	0.7769	NPC475194
Intermediate Similarity	0.776	NPC471398
Intermediate Similarity	0.776	NPC326542
Intermediate Similarity	0.776	NPC477580
Intermediate Similarity	0.7742	NPC207251
Intermediate Similarity	0.7734	NPC109973
Intermediate Similarity	0.7727	NPC168899
Intermediate Similarity	0.7727	NPC293623
Intermediate Similarity	0.7727	NPC311534
Intermediate Similarity	0.7727	NPC69273
Intermediate Similarity	0.7721	NPC245017
Intermediate Similarity	0.7698	NPC134869
Intermediate Similarity	0.7698	NPC266728
Intermediate Similarity	0.7698	NPC49492
Intermediate Similarity	0.7698	NPC235539
Intermediate Similarity	0.7698	NPC302471
Intermediate Similarity	0.7698	NPC152199
Intermediate Similarity	0.7692	NPC1980
Intermediate Similarity	0.7692	NPC238005
Intermediate Similarity	0.7692	NPC141196
Intermediate Similarity	0.768	NPC260665
Intermediate Similarity	0.768	NPC194100
Intermediate Similarity	0.7674	NPC470921
Intermediate Similarity	0.7667	NPC140723
Intermediate Similarity	0.7652	NPC305496
Intermediate Similarity	0.7652	NPC42399
Intermediate Similarity	0.7652	NPC473265
Intermediate Similarity	0.7634	NPC277191
Intermediate Similarity	0.7634	NPC190846
Intermediate Similarity	0.763	NPC88668
Intermediate Similarity	0.7623	NPC44063
Intermediate Similarity	0.7619	NPC474906
Intermediate Similarity	0.7619	NPC18547
Intermediate Similarity	0.7615	NPC222688
Intermediate Similarity	0.7615	NPC216866
Intermediate Similarity	0.7615	NPC28532
Intermediate Similarity	0.7612	NPC241008
Intermediate Similarity	0.7603	NPC121566
Intermediate Similarity	0.7603	NPC100955
Intermediate Similarity	0.7594	NPC473888
Intermediate Similarity	0.7583	NPC22388
Intermediate Similarity	0.7581	NPC470065
Intermediate Similarity	0.7581	NPC101450
Intermediate Similarity	0.7578	NPC188667
Intermediate Similarity	0.7578	NPC204552
Intermediate Similarity	0.7576	NPC104427
Intermediate Similarity	0.7576	NPC198714
Intermediate Similarity	0.7574	NPC296617
Intermediate Similarity	0.7561	NPC94529
Intermediate Similarity	0.7561	NPC258323
Intermediate Similarity	0.7559	NPC207217
Intermediate Similarity	0.7559	NPC270958
Intermediate Similarity	0.7542	NPC18509
Intermediate Similarity	0.7541	NPC95243
Intermediate Similarity	0.7541	NPC470309
Intermediate Similarity	0.7541	NPC63023
Intermediate Similarity	0.754	NPC250109
Intermediate Similarity	0.754	NPC202889
Intermediate Similarity	0.754	NPC317210
Intermediate Similarity	0.754	NPC962
Intermediate Similarity	0.754	NPC477944
Intermediate Similarity	0.7538	NPC42675
Intermediate Similarity	0.7537	NPC470880
Intermediate Similarity	0.7521	NPC117185
Intermediate Similarity	0.752	NPC471243
Intermediate Similarity	0.752	NPC201992
Intermediate Similarity	0.752	NPC207689
Intermediate Similarity	0.7519	NPC2757
Intermediate Similarity	0.7519	NPC117702
Intermediate Similarity	0.7519	NPC287423
Intermediate Similarity	0.7519	NPC292290
Intermediate Similarity	0.7519	NPC469757
Intermediate Similarity	0.7519	NPC470882
Intermediate Similarity	0.7519	NPC471357
Intermediate Similarity	0.7519	NPC146456
Intermediate Similarity	0.7519	NPC473203
Intermediate Similarity	0.7519	NPC473253
Intermediate Similarity	0.7519	NPC161065
Intermediate Similarity	0.7518	NPC171619
Intermediate Similarity	0.75	NPC218970
Intermediate Similarity	0.75	NPC30188
Intermediate Similarity	0.75	NPC475487
Intermediate Similarity	0.75	NPC473505
Intermediate Similarity	0.75	NPC470257
Intermediate Similarity	0.75	NPC470922
Intermediate Similarity	0.75	NPC177820
Intermediate Similarity	0.7482	NPC473233
Intermediate Similarity	0.7481	NPC173347
Intermediate Similarity	0.7481	NPC131824
Intermediate Similarity	0.7481	NPC269642
Intermediate Similarity	0.748	NPC3316
Intermediate Similarity	0.748	NPC144854
Intermediate Similarity	0.748	NPC473798
Intermediate Similarity	0.748	NPC220974
Intermediate Similarity	0.748	NPC243354
Intermediate Similarity	0.7462	NPC241192
Intermediate Similarity	0.7462	NPC471406
Intermediate Similarity	0.7462	NPC112038
Intermediate Similarity	0.746	NPC289312
Intermediate Similarity	0.746	NPC205534
Intermediate Similarity	0.746	NPC130427
Intermediate Similarity	0.746	NPC280782
Intermediate Similarity	0.746	NPC11252
Intermediate Similarity	0.746	NPC71348
Intermediate Similarity	0.7459	NPC472227
Intermediate Similarity	0.7459	NPC472228
Intermediate Similarity	0.7459	NPC29705
Intermediate Similarity	0.7459	NPC471293
Intermediate Similarity	0.7458	NPC476728
Intermediate Similarity	0.7445	NPC471234
Intermediate Similarity	0.7445	NPC478069
Intermediate Similarity	0.7444	NPC285091
Intermediate Similarity	0.7444	NPC93368
Intermediate Similarity	0.7442	NPC118638
Intermediate Similarity	0.7442	NPC475632
Intermediate Similarity	0.7442	NPC86020
Intermediate Similarity	0.7442	NPC17772
Intermediate Similarity	0.744	NPC474567
Intermediate Similarity	0.744	NPC76084
Intermediate Similarity	0.744	NPC197428
Intermediate Similarity	0.7436	NPC111015
Intermediate Similarity	0.7426	NPC471855
Intermediate Similarity	0.7424	NPC27363
Intermediate Similarity	0.7424	NPC228701
Intermediate Similarity	0.7422	NPC96312
Intermediate Similarity	0.7422	NPC251236
Intermediate Similarity	0.7422	NPC40632
Intermediate Similarity	0.7422	NPC328374
Intermediate Similarity	0.7419	NPC469845
Intermediate Similarity	0.7419	NPC154608
Intermediate Similarity	0.7419	NPC192813
Intermediate Similarity	0.7419	NPC277017
Intermediate Similarity	0.7417	NPC15390
Intermediate Similarity	0.7417	NPC144956
Intermediate Similarity	0.7407	NPC469753
Intermediate Similarity	0.7407	NPC471361
Intermediate Similarity	0.7407	NPC469754
Intermediate Similarity	0.7407	NPC180079
Intermediate Similarity	0.7407	NPC197707
Intermediate Similarity	0.7407	NPC86159
Intermediate Similarity	0.7407	NPC469751
Intermediate Similarity	0.7407	NPC9499
Intermediate Similarity	0.7407	NPC471352
Intermediate Similarity	0.7407	NPC70542
Intermediate Similarity	0.7407	NPC89514
Intermediate Similarity	0.7407	NPC6108
Intermediate Similarity	0.7407	NPC469752
Intermediate Similarity	0.7407	NPC471360
Intermediate Similarity	0.7407	NPC284406
Intermediate Similarity	0.7407	NPC219085
Intermediate Similarity	0.7407	NPC10823
Intermediate Similarity	0.7407	NPC251866
Intermediate Similarity	0.7407	NPC471358
Intermediate Similarity	0.7407	NPC469755
Intermediate Similarity	0.7407	NPC17896
Intermediate Similarity	0.7407	NPC471359
Intermediate Similarity	0.7405	NPC477046
Intermediate Similarity	0.7405	NPC102822
Intermediate Similarity	0.7405	NPC476543
Intermediate Similarity	0.7405	NPC476544
Intermediate Similarity	0.7405	NPC476545
Intermediate Similarity	0.7402	NPC472926
Intermediate Similarity	0.7402	NPC51978
Intermediate Similarity	0.7398	NPC97202
Intermediate Similarity	0.7398	NPC231530
Intermediate Similarity	0.7398	NPC150531
Intermediate Similarity	0.7398	NPC214264
Intermediate Similarity	0.7398	NPC50692
Intermediate Similarity	0.7398	NPC260268
Intermediate Similarity	0.7398	NPC278628
Intermediate Similarity	0.7398	NPC476027
Intermediate Similarity	0.7398	NPC96377
Intermediate Similarity	0.7398	NPC48733
Intermediate Similarity	0.7398	NPC49958
Intermediate Similarity	0.7398	NPC202167
Intermediate Similarity	0.7398	NPC85829
Intermediate Similarity	0.7398	NPC171137
Intermediate Similarity	0.7398	NPC152695
Intermediate Similarity	0.7398	NPC196528
Intermediate Similarity	0.7398	NPC302607
Intermediate Similarity	0.7398	NPC319077
Intermediate Similarity	0.7398	NPC296945
Intermediate Similarity	0.7395	NPC187159
Intermediate Similarity	0.7388	NPC298841
Intermediate Similarity	0.7385	NPC9674

Drug Structure

NPD6033 OpenBabel08211708292D 32 36 0 0 1 0 0 0 0 0999 V2000 -0.9194 -1.0543 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7490 -0.5747 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3961 1.7993 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9935 0.4128 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5953 4.1394 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7944 3.6770 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9967 2.7523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1964 2.2899 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1964 4.1394 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6071 2.2900 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7943 0.9034 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7915 -0.9451 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3961 3.6770 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9967 3.6770 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7944 2.7523 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.9935 2.2900 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5952 1.3658 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7921 -0.0213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6071 1.3658 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.9188 -0.0960 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3961 2.7523 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.9935 1.3658 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5952 2.2900 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.1926 0.9035 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5913 -1.4074 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 4.2372 1.3419 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 5.8221 4.1534 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3955 0.9037 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5924 0.4401 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.2940 0.7481 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4921 -0.0154 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 20 1 0 0 0 0 2 20 1 0 0 0 0 3 21 1 0 0 0 0 4 22 1 0 0 0 0 5 6 1 0 0 0 0 5 13 1 0 0 0 0 6 15 1 0 0 0 0 7 8 1 0 0 0 0 7 14 1 0 0 0 0 8 21 1 0 0 0 0 9 13 2 0 0 0 0 9 14 1 0 0 0 0 10 16 1 0 0 0 0 10 19 1 0 0 0 0 11 17 1 0 0 0 0 11 22 1 0 0 0 0 12 18 1 0 0 0 0 12 25 1 0 0 0 0 13 21 1 0 0 0 0 14 27 2 0 0 0 0 15 16 1 0 0 0 0 15 23 1 6 0 0 0 16 22 1 1 0 0 0 17 23 1 1 0 0 0 17 28 1 0 0 0 0 18 29 2 0 0 0 0 19 24 1 6 0 0 0 19 30 1 0 0 0 0 20 30 1 0 0 0 0 20 31 1 0 0 0 0 21 23 1 6 0 0 0 22 24 1 6 0 0 0 23 26 1 6 0 0 0 24 18 1 1 0 0 0 24 31 1 0 0 0 0 28 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB06786
ChEMBL	CHEMBL1200845
IUPHAR/BPS
PharmaGKB
KEGG Drug	D01308
PubChem CID
ChEBI	31663
CAS Number	3093-35-4

Drug Properties

Molecular Weight	454.19
ALogP	0.2808
MLogP	3.33
XLogP	2.03
HDA	5
HBD	1
Rotatable Bonds	9
TPSA	72.83
RO5 Violation	0