NPASS drugs

Drug Information

Drug ID:	NPD5521
Drug Name:
Molecular Formula:	C23H24FNO4
Canonical SMILES:	COC1(CCOCC1)c1cc(OCc2ccc3c(c2)ccc(=O)n3C)cc(c1)F
Standard InCHI:	InChI=1S/C23H24FNO4/c1-25-21-5-3-16(11-17(21)4-6-22(25)26)15-29-20-13-18(12-19(24)14-20)23(27-2)7-9-28-10-8-23/h3-6,11-14H,7-10,15H2,1-2H3
Standard InCHIKey:	SLZBEPLWGGRZAY-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5521

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	271
0.1-0.2	1281
0.2-0.3	5035
0.3-0.4	7459
0.4-0.5	5035
0.5-0.6	10518
0.6-0.7	1236
0.7-0.8	55
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	0.7931	NPC471604
Intermediate Similarity	0.7784	NPC471825
Intermediate Similarity	0.7572	NPC301163
Intermediate Similarity	0.7556	NPC285941
Intermediate Similarity	0.7529	NPC93653
Intermediate Similarity	0.7459	NPC262725
Intermediate Similarity	0.7432	NPC190461
Intermediate Similarity	0.7425	NPC308197
Intermediate Similarity	0.7412	NPC242000
Intermediate Similarity	0.7398	NPC308943
Intermediate Similarity	0.7391	NPC231382
Intermediate Similarity	0.7389	NPC307640
Intermediate Similarity	0.7363	NPC127082
Intermediate Similarity	0.7358	NPC250476
Intermediate Similarity	0.7344	NPC234933
Intermediate Similarity	0.7337	NPC116096
Intermediate Similarity	0.7333	NPC207971
Intermediate Similarity	0.7303	NPC299582
Intermediate Similarity	0.7296	NPC268077
Intermediate Similarity	0.7273	NPC276674
Intermediate Similarity	0.7273	NPC33902
Intermediate Similarity	0.7268	NPC138830
Intermediate Similarity	0.7254	NPC71124
Intermediate Similarity	0.7225	NPC254957
Intermediate Similarity	0.7219	NPC249405
Intermediate Similarity	0.7216	NPC5374
Intermediate Similarity	0.7207	NPC24954
Intermediate Similarity	0.7196	NPC320088
Intermediate Similarity	0.7189	NPC85613
Intermediate Similarity	0.7189	NPC287588
Intermediate Similarity	0.7179	NPC127178
Intermediate Similarity	0.716	NPC470925
Intermediate Similarity	0.7158	NPC45389
Intermediate Similarity	0.7158	NPC312531
Intermediate Similarity	0.7143	NPC21425
Intermediate Similarity	0.7143	NPC55470
Intermediate Similarity	0.7135	NPC302001
Intermediate Similarity	0.7135	NPC320064
Intermediate Similarity	0.7114	NPC25961
Intermediate Similarity	0.7107	NPC15987
Intermediate Similarity	0.71	NPC207873
Intermediate Similarity	0.71	NPC100573
Intermediate Similarity	0.7097	NPC5167
Intermediate Similarity	0.7092	NPC67904
Intermediate Similarity	0.7083	NPC473004
Intermediate Similarity	0.7077	NPC100863
Intermediate Similarity	0.7074	NPC179704
Intermediate Similarity	0.7068	NPC473569
Intermediate Similarity	0.705	NPC222561
Intermediate Similarity	0.7043	NPC287152
Intermediate Similarity	0.7041	NPC241263
Intermediate Similarity	0.7031	NPC1820
Intermediate Similarity	0.7017	NPC70172
Intermediate Similarity	0.701	NPC30749
Intermediate Similarity	0.7006	NPC476580
Remote Similarity	0.699	NPC112937
Remote Similarity	0.6985	NPC41216
Remote Similarity	0.6979	NPC474904
Remote Similarity	0.6965	NPC198160
Remote Similarity	0.6961	NPC305542
Remote Similarity	0.6961	NPC116178
Remote Similarity	0.6959	NPC78284
Remote Similarity	0.6943	NPC22476
Remote Similarity	0.694	NPC33507
Remote Similarity	0.6939	NPC472191
Remote Similarity	0.6935	NPC168153
Remote Similarity	0.6931	NPC329567
Remote Similarity	0.6931	NPC220961
Remote Similarity	0.6931	NPC330683
Remote Similarity	0.6927	NPC217903
Remote Similarity	0.6927	NPC321166
Remote Similarity	0.6919	NPC241055
Remote Similarity	0.6919	NPC473449
Remote Similarity	0.6915	NPC70092
Remote Similarity	0.6905	NPC148124
Remote Similarity	0.6897	NPC475133
Remote Similarity	0.6889	NPC57512
Remote Similarity	0.6888	NPC162653
Remote Similarity	0.6881	NPC478075
Remote Similarity	0.6878	NPC159815
Remote Similarity	0.6872	NPC10875
Remote Similarity	0.6872	NPC10730
Remote Similarity	0.6866	NPC313112
Remote Similarity	0.6866	NPC301292
Remote Similarity	0.686	NPC474915
Remote Similarity	0.686	NPC188163
Remote Similarity	0.686	NPC213206
Remote Similarity	0.686	NPC328750
Remote Similarity	0.6859	NPC313886
Remote Similarity	0.6859	NPC473007
Remote Similarity	0.6859	NPC49184
Remote Similarity	0.6857	NPC99724
Remote Similarity	0.6854	NPC326316
Remote Similarity	0.6854	NPC476579
Remote Similarity	0.6854	NPC81733
Remote Similarity	0.6854	NPC13249
Remote Similarity	0.6854	NPC248903
Remote Similarity	0.6853	NPC161804
Remote Similarity	0.6851	NPC476572
Remote Similarity	0.6847	NPC90185
Remote Similarity	0.6839	NPC477186
Remote Similarity	0.6837	NPC230313
Remote Similarity	0.6837	NPC198401
Remote Similarity	0.6832	NPC477161
Remote Similarity	0.6828	NPC73280
Remote Similarity	0.6825	NPC283810
Remote Similarity	0.6821	NPC79213
Remote Similarity	0.6818	NPC23080
Remote Similarity	0.6818	NPC17677
Remote Similarity	0.6818	NPC193906
Remote Similarity	0.6812	NPC176113
Remote Similarity	0.6812	NPC298449
Remote Similarity	0.6808	NPC26928
Remote Similarity	0.6807	NPC283079
Remote Similarity	0.6804	NPC473008
Remote Similarity	0.6804	NPC474059
Remote Similarity	0.6802	NPC314682
Remote Similarity	0.6789	NPC288305
Remote Similarity	0.6782	NPC136860
Remote Similarity	0.6782	NPC476567
Remote Similarity	0.6782	NPC470484
Remote Similarity	0.6782	NPC475147
Remote Similarity	0.6782	NPC128019
Remote Similarity	0.678	NPC144691
Remote Similarity	0.6774	NPC471648
Remote Similarity	0.6766	NPC52801
Remote Similarity	0.6766	NPC288759
Remote Similarity	0.6765	NPC82548
Remote Similarity	0.676	NPC85747
Remote Similarity	0.676	NPC8337
Remote Similarity	0.6757	NPC231198
Remote Similarity	0.6751	NPC243626
Remote Similarity	0.6746	NPC126556
Remote Similarity	0.6746	NPC266425
Remote Similarity	0.674	NPC325871
Remote Similarity	0.674	NPC123323
Remote Similarity	0.674	NPC93593
Remote Similarity	0.674	NPC99659
Remote Similarity	0.6737	NPC241704
Remote Similarity	0.6736	NPC116007
Remote Similarity	0.6734	NPC72211
Remote Similarity	0.6733	NPC162484
Remote Similarity	0.6723	NPC210437
Remote Similarity	0.6723	NPC476144
Remote Similarity	0.6723	NPC16107
Remote Similarity	0.6723	NPC51957
Remote Similarity	0.6723	NPC106295
Remote Similarity	0.6721	NPC315498
Remote Similarity	0.6721	NPC230942
Remote Similarity	0.6718	NPC5630
Remote Similarity	0.6718	NPC237579
Remote Similarity	0.6718	NPC174629
Remote Similarity	0.6716	NPC212123
Remote Similarity	0.6716	NPC232600
Remote Similarity	0.6715	NPC127996
Remote Similarity	0.6715	NPC10732
Remote Similarity	0.6703	NPC471652
Remote Similarity	0.6703	NPC25084
Remote Similarity	0.6703	NPC19555
Remote Similarity	0.6703	NPC476569
Remote Similarity	0.6703	NPC247639
Remote Similarity	0.6701	NPC66083
Remote Similarity	0.67	NPC212163
Remote Similarity	0.67	NPC87714
Remote Similarity	0.6698	NPC329830
Remote Similarity	0.6687	NPC218323
Remote Similarity	0.6685	NPC7467
Remote Similarity	0.6685	NPC315257
Remote Similarity	0.6684	NPC470483
Remote Similarity	0.6684	NPC322621
Remote Similarity	0.6684	NPC28510
Remote Similarity	0.6683	NPC473005
Remote Similarity	0.6683	NPC295898
Remote Similarity	0.6683	NPC473006
Remote Similarity	0.6682	NPC288110
Remote Similarity	0.6667	NPC476568
Remote Similarity	0.6667	NPC138365
Remote Similarity	0.6667	NPC11017
Remote Similarity	0.6667	NPC32154
Remote Similarity	0.6667	NPC11147
Remote Similarity	0.6667	NPC168409
Remote Similarity	0.6667	NPC218303
Remote Similarity	0.6651	NPC128115
Remote Similarity	0.6651	NPC318525
Remote Similarity	0.6651	NPC10653
Remote Similarity	0.665	NPC114039
Remote Similarity	0.665	NPC206109
Remote Similarity	0.6649	NPC80759
Remote Similarity	0.6649	NPC79402
Remote Similarity	0.6649	NPC222524
Remote Similarity	0.6648	NPC219162
Remote Similarity	0.6648	NPC92541
Remote Similarity	0.6635	NPC77777
Remote Similarity	0.6634	NPC471489
Remote Similarity	0.6634	NPC295676
Remote Similarity	0.6633	NPC70259
Remote Similarity	0.663	NPC221864
Remote Similarity	0.663	NPC118804
Remote Similarity	0.662	NPC280799
Remote Similarity	0.6619	NPC234772

Drug Structure

NPD5521 OpenBabel08211708292D 29 32 0 0 0 0 0 0 0 0999 V2000 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5910 4.6002 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 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 0.8660 1.5000 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 7.8941 2.7412 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2211 2.2929 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1529 1.7753 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4799 1.3270 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 6.0622 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 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 6.0622 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 3.5000 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 0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 6.0000 0.0000 F 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 -0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7216 3.6088 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.4458 1.0681 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 25 1 0 0 0 0 2 27 1 0 0 0 0 3 5 2 0 0 0 0 3 16 1 0 0 0 0 4 6 2 0 0 0 0 4 17 1 0 0 0 0 5 21 1 0 0 0 0 6 22 1 0 0 0 0 7 9 1 0 0 0 0 7 23 1 0 0 0 0 8 10 1 0 0 0 0 8 23 1 0 0 0 0 9 28 1 0 0 0 0 10 28 1 0 0 0 0 11 16 2 0 0 0 0 11 17 1 0 0 0 0 12 18 2 0 0 0 0 12 19 1 0 0 0 0 13 18 1 0 0 0 0 13 20 2 0 0 0 0 14 19 2 0 0 0 0 14 20 1 0 0 0 0 15 16 1 0 0 0 0 15 29 1 0 0 0 0 17 21 2 0 0 0 0 18 23 1 0 0 0 0 19 24 1 0 0 0 0 20 29 1 0 0 0 0 21 25 1 0 0 0 0 22 25 1 0 0 0 0 22 26 2 0 0 0 0 23 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC010936
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	132306
ChEBI
CAS Number

Drug Properties

Molecular Weight	397.17
ALogP	-0.8778
MLogP	3.33
XLogP	3.742
HDA	4
HBD	0
Rotatable Bonds	8
TPSA	48
RO5 Violation	0