NPASS drugs

Drug Information

Drug ID:	NPD6184
Drug Name:	axitirome
Molecular Formula:	C25H24FNO6
Canonical SMILES:	CCOC(=O)C(=Nc1cc(C)c(c(c1)C)Oc1ccc(c(c1)C(c1ccc(cc1)F)O)O)O
Standard InCHI:	InChI=1S/C25H24FNO6/c1-4-32-25(31)24(30)27-18-11-14(2)23(15(3)12-18)33-19-9-10-21(28)20(13-19)22(29)16-5-7-17(26)8-6-16/h5-13,22,28-29H,4H2,1-3H3,(H,27,30)
Standard InCHIKey:	FUBBWDWIGBTUPQ-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6184

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	200
0.1-0.2	1096
0.2-0.3	3257
0.3-0.4	9230
0.4-0.5	3341
0.5-0.6	9521
0.6-0.7	4215
0.7-0.8	30
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	0.7514	NPC168153
Intermediate Similarity	0.7416	NPC204179
Intermediate Similarity	0.7348	NPC310894
Intermediate Similarity	0.7278	NPC19555
Intermediate Similarity	0.7273	NPC10875
Intermediate Similarity	0.7273	NPC10730
Intermediate Similarity	0.7259	NPC159101
Intermediate Similarity	0.7249	NPC180253
Intermediate Similarity	0.7249	NPC219170
Intermediate Similarity	0.7247	NPC306366
Intermediate Similarity	0.7234	NPC28425
Intermediate Similarity	0.7219	NPC192939
Intermediate Similarity	0.7219	NPC215747
Intermediate Similarity	0.7219	NPC311936
Intermediate Similarity	0.7216	NPC314948
Intermediate Similarity	0.7216	NPC478049
Intermediate Similarity	0.7211	NPC22928
Intermediate Similarity	0.7191	NPC291359
Intermediate Similarity	0.7181	NPC119579
Intermediate Similarity	0.7166	NPC260118
Intermediate Similarity	0.7143	NPC313886
Intermediate Similarity	0.7143	NPC276060
Intermediate Similarity	0.712	NPC225381
Intermediate Similarity	0.7112	NPC265383
Intermediate Similarity	0.7111	NPC72291
Intermediate Similarity	0.7104	NPC257354
Intermediate Similarity	0.7102	NPC184161
Intermediate Similarity	0.7056	NPC235628
Intermediate Similarity	0.7011	NPC313414
Intermediate Similarity	0.701	NPC294244
Remote Similarity	0.6995	NPC112676
Remote Similarity	0.6995	NPC296742
Remote Similarity	0.6989	NPC470935
Remote Similarity	0.6989	NPC471032
Remote Similarity	0.6978	NPC139506
Remote Similarity	0.6978	NPC292143
Remote Similarity	0.6975	NPC302211
Remote Similarity	0.6968	NPC472331
Remote Similarity	0.6968	NPC126515
Remote Similarity	0.6968	NPC274002
Remote Similarity	0.6961	NPC19023
Remote Similarity	0.6943	NPC224293
Remote Similarity	0.6939	NPC29472
Remote Similarity	0.6933	NPC474130
Remote Similarity	0.6923	NPC475983
Remote Similarity	0.6923	NPC57105
Remote Similarity	0.6919	NPC314113
Remote Similarity	0.6906	NPC8712
Remote Similarity	0.6902	NPC314861
Remote Similarity	0.6891	NPC69213
Remote Similarity	0.6889	NPC56635
Remote Similarity	0.6882	NPC112336
Remote Similarity	0.6882	NPC474814
Remote Similarity	0.6875	NPC138915
Remote Similarity	0.6871	NPC46586
Remote Similarity	0.6871	NPC204535
Remote Similarity	0.6868	NPC231862
Remote Similarity	0.6852	NPC227033
Remote Similarity	0.6851	NPC70549
Remote Similarity	0.6845	NPC475880
Remote Similarity	0.6839	NPC276674
Remote Similarity	0.6839	NPC33902
Remote Similarity	0.6828	NPC90984
Remote Similarity	0.6821	NPC477838
Remote Similarity	0.6821	NPC477837
Remote Similarity	0.6816	NPC219383
Remote Similarity	0.6811	NPC127362
Remote Similarity	0.6809	NPC95412
Remote Similarity	0.6806	NPC314025
Remote Similarity	0.6805	NPC103799
Remote Similarity	0.6804	NPC232872
Remote Similarity	0.68	NPC131971
Remote Similarity	0.68	NPC145319
Remote Similarity	0.6796	NPC112766
Remote Similarity	0.6791	NPC83241
Remote Similarity	0.6786	NPC271832
Remote Similarity	0.6786	NPC59654
Remote Similarity	0.6784	NPC473054
Remote Similarity	0.678	NPC163898
Remote Similarity	0.6778	NPC52475
Remote Similarity	0.6776	NPC142479
Remote Similarity	0.6776	NPC155015
Remote Similarity	0.6774	NPC155754
Remote Similarity	0.6774	NPC124747
Remote Similarity	0.6771	NPC469831
Remote Similarity	0.6769	NPC320088
Remote Similarity	0.6768	NPC471315
Remote Similarity	0.6768	NPC471314
Remote Similarity	0.6766	NPC473993
Remote Similarity	0.676	NPC182119
Remote Similarity	0.6758	NPC476154
Remote Similarity	0.6742	NPC40222
Remote Similarity	0.6742	NPC268515
Remote Similarity	0.674	NPC275027
Remote Similarity	0.674	NPC18614
Remote Similarity	0.674	NPC475890
Remote Similarity	0.6739	NPC165483
Remote Similarity	0.6736	NPC477392
Remote Similarity	0.6736	NPC315934
Remote Similarity	0.6734	NPC162653
Remote Similarity	0.6726	NPC176590
Remote Similarity	0.6724	NPC472151
Remote Similarity	0.6723	NPC471824
Remote Similarity	0.6721	NPC7178
Remote Similarity	0.6721	NPC62903
Remote Similarity	0.672	NPC238430
Remote Similarity	0.6706	NPC474246
Remote Similarity	0.6706	NPC474143
Remote Similarity	0.6705	NPC472336
Remote Similarity	0.6705	NPC323798
Remote Similarity	0.6705	NPC470802
Remote Similarity	0.6705	NPC26954
Remote Similarity	0.6705	NPC38099
Remote Similarity	0.6705	NPC115861
Remote Similarity	0.6705	NPC472334
Remote Similarity	0.6704	NPC97937
Remote Similarity	0.6704	NPC275125
Remote Similarity	0.6704	NPC170239
Remote Similarity	0.6703	NPC163598
Remote Similarity	0.6703	NPC212699
Remote Similarity	0.6703	NPC120774
Remote Similarity	0.6703	NPC207675
Remote Similarity	0.6703	NPC264875
Remote Similarity	0.6701	NPC475411
Remote Similarity	0.6687	NPC474237
Remote Similarity	0.6687	NPC301321
Remote Similarity	0.6687	NPC232295
Remote Similarity	0.6686	NPC97326
Remote Similarity	0.6685	NPC21184
Remote Similarity	0.6685	NPC205727
Remote Similarity	0.6685	NPC294522
Remote Similarity	0.6685	NPC120426
Remote Similarity	0.6685	NPC125617
Remote Similarity	0.6684	NPC231371
Remote Similarity	0.6684	NPC314213
Remote Similarity	0.6684	NPC477115
Remote Similarity	0.6684	NPC314656
Remote Similarity	0.6667	NPC91492
Remote Similarity	0.6667	NPC326797
Remote Similarity	0.6667	NPC474282
Remote Similarity	0.6667	NPC102904
Remote Similarity	0.6667	NPC283616
Remote Similarity	0.6667	NPC107551
Remote Similarity	0.6667	NPC126206
Remote Similarity	0.6667	NPC134260
Remote Similarity	0.6667	NPC97004
Remote Similarity	0.6667	NPC115203
Remote Similarity	0.6667	NPC179250
Remote Similarity	0.6667	NPC103976
Remote Similarity	0.6667	NPC161155
Remote Similarity	0.6667	NPC50380
Remote Similarity	0.6667	NPC7439
Remote Similarity	0.6667	NPC34245
Remote Similarity	0.6667	NPC329427
Remote Similarity	0.6667	NPC136951
Remote Similarity	0.6667	NPC256555
Remote Similarity	0.6667	NPC176051
Remote Similarity	0.6667	NPC317601
Remote Similarity	0.6667	NPC110067
Remote Similarity	0.665	NPC472330
Remote Similarity	0.665	NPC472329
Remote Similarity	0.6649	NPC315913
Remote Similarity	0.6648	NPC277857
Remote Similarity	0.6648	NPC471389
Remote Similarity	0.6648	NPC195357
Remote Similarity	0.6648	NPC93619
Remote Similarity	0.6648	NPC115144
Remote Similarity	0.6648	NPC107120
Remote Similarity	0.6648	NPC152771
Remote Similarity	0.6648	NPC260397
Remote Similarity	0.6648	NPC74320
Remote Similarity	0.6647	NPC473413
Remote Similarity	0.6647	NPC61946
Remote Similarity	0.6647	NPC134968
Remote Similarity	0.6647	NPC472337
Remote Similarity	0.6647	NPC133407
Remote Similarity	0.6647	NPC28476
Remote Similarity	0.6646	NPC473875
Remote Similarity	0.6635	NPC25961
Remote Similarity	0.6633	NPC203972
Remote Similarity	0.6632	NPC471823
Remote Similarity	0.663	NPC113790
Remote Similarity	0.663	NPC176903
Remote Similarity	0.663	NPC268484
Remote Similarity	0.663	NPC30688
Remote Similarity	0.6629	NPC151946
Remote Similarity	0.6629	NPC45257
Remote Similarity	0.6629	NPC279573
Remote Similarity	0.6629	NPC12641
Remote Similarity	0.6629	NPC473769
Remote Similarity	0.6629	NPC280092
Remote Similarity	0.6629	NPC93323
Remote Similarity	0.6629	NPC50250
Remote Similarity	0.6629	NPC97282
Remote Similarity	0.6629	NPC471388
Remote Similarity	0.6628	NPC138940
Remote Similarity	0.6627	NPC274717
Remote Similarity	0.6627	NPC261992
Remote Similarity	0.6626	NPC32152
Remote Similarity	0.6618	NPC311357

Drug Structure

NPD6184 OpenBabel08211709092D 36 38 0 0 1 0 0 0 0 0999 V2000 -6.9282 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 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 -7.7942 0.5000 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 0.0000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -4.0000 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 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -1.0000 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 -3.4641 -0.0000 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 0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -0.0000 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 0.0000 -1.0000 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 -1.5000 0.0000 C 0 0 3 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 -6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -5.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 14 1 0 0 0 0 3 15 1 0 0 0 0 4 32 1 0 0 0 0 5 7 1 0 0 0 0 5 16 2 0 0 0 0 6 8 2 0 0 0 0 6 16 1 0 0 0 0 7 17 2 0 0 0 0 8 17 1 0 0 0 0 9 10 2 0 0 0 0 9 19 1 0 0 0 0 10 21 1 0 0 0 0 11 14 1 0 0 0 0 11 18 2 0 0 0 0 12 15 2 0 0 0 0 12 18 1 0 0 0 0 13 19 2 0 0 0 0 13 20 1 0 0 0 0 14 23 2 0 0 0 0 15 23 1 0 0 0 0 16 22 1 0 0 0 0 17 26 1 0 0 0 0 18 27 1 0 0 0 0 19 33 1 0 0 0 0 20 21 2 0 0 0 0 20 22 1 0 0 0 0 21 28 1 0 0 0 0 22 29 1 0 0 0 0 23 33 1 0 0 0 0 24 25 1 0 0 0 0 24 27 2 3 0 0 0 24 30 1 0 0 0 0 25 31 2 0 0 0 0 25 32 1 0 0 0 0 28 34 1 0 0 0 0 29 35 1 0 0 0 0 30 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005116
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	453.16
ALogP	0.8186
MLogP	3.33
XLogP	5.594
HDA	5
HBD	3
Rotatable Bonds	15
TPSA	108.58
RO5 Violation	1