NPASS drugs

Drug Information

Drug ID:	NPD5590
Drug Name:
Molecular Formula:	C23H27FN2O2S
Canonical SMILES:	COC1(CCN(CC1)CCc1c[nH]c2c1cc(F)cc2)C[S@@](=O)c1ccccc1
Standard InCHI:	InChI=1S/C23H27FN2O2S/c1-28-23(17-29(27)20-5-3-2-4-6-20)10-13-26(14-11-23)12-9-18-16-25-22-8-7-19(24)15-21(18)22/h2-8,15-16,25H,9-14,17H2,1H3/t29-/m1/s1
Standard InCHIKey:	BANYJBHWTOJQDU-GDLZYMKVSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5590

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	427
0.1-0.2	4582
0.2-0.3	16474
0.3-0.4	5430
0.4-0.5	1707
0.5-0.6	1180
0.6-0.7	877
0.7-0.8	209
0.8-0.85	4
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	0.8166	NPC216713
Intermediate Similarity	0.8059	NPC470233
Intermediate Similarity	0.8059	NPC470823
Intermediate Similarity	0.8012	NPC200214
Intermediate Similarity	0.7988	NPC471957
Intermediate Similarity	0.7901	NPC248454
Intermediate Similarity	0.7892	NPC73767
Intermediate Similarity	0.787	NPC314372
Intermediate Similarity	0.7857	NPC190296
Intermediate Similarity	0.7844	NPC469783
Intermediate Similarity	0.7844	NPC469780
Intermediate Similarity	0.7844	NPC469768
Intermediate Similarity	0.7844	NPC469761
Intermediate Similarity	0.7844	NPC469767
Intermediate Similarity	0.7844	NPC469784
Intermediate Similarity	0.7844	NPC469779
Intermediate Similarity	0.7829	NPC56765
Intermediate Similarity	0.7826	NPC163055
Intermediate Similarity	0.7803	NPC325903
Intermediate Similarity	0.7798	NPC469766
Intermediate Similarity	0.7797	NPC311276
Intermediate Similarity	0.7791	NPC53947
Intermediate Similarity	0.7791	NPC105818
Intermediate Similarity	0.7791	NPC24678
Intermediate Similarity	0.7784	NPC110126
Intermediate Similarity	0.7771	NPC84911
Intermediate Similarity	0.7733	NPC321911
Intermediate Similarity	0.7732	NPC469308
Intermediate Similarity	0.7727	NPC474791
Intermediate Similarity	0.7727	NPC135141
Intermediate Similarity	0.7727	NPC92796
Intermediate Similarity	0.7722	NPC194411
Intermediate Similarity	0.7719	NPC288838
Intermediate Similarity	0.7717	NPC164228
Intermediate Similarity	0.7711	NPC29886
Intermediate Similarity	0.7711	NPC96102
Intermediate Similarity	0.7711	NPC261195
Intermediate Similarity	0.7705	NPC68354
Intermediate Similarity	0.7701	NPC73952
Intermediate Similarity	0.7701	NPC469760
Intermediate Similarity	0.7701	NPC469765
Intermediate Similarity	0.7701	NPC259644
Intermediate Similarity	0.7701	NPC25008
Intermediate Similarity	0.7701	NPC469786
Intermediate Similarity	0.7701	NPC469763
Intermediate Similarity	0.7697	NPC40779
Intermediate Similarity	0.7692	NPC37423
Intermediate Similarity	0.7692	NPC275305
Intermediate Similarity	0.7674	NPC179787
Intermediate Similarity	0.7674	NPC201380
Intermediate Similarity	0.7674	NPC469811
Intermediate Similarity	0.767	NPC469762
Intermediate Similarity	0.7667	NPC63751
Intermediate Similarity	0.7665	NPC105127
Intermediate Similarity	0.7661	NPC159856
Intermediate Similarity	0.7657	NPC70922
Intermediate Similarity	0.7657	NPC211572
Intermediate Similarity	0.7657	NPC212376
Intermediate Similarity	0.7657	NPC75540
Intermediate Similarity	0.7657	NPC80597
Intermediate Similarity	0.7627	NPC206819
Intermediate Similarity	0.7627	NPC318065
Intermediate Similarity	0.7617	NPC272483
Intermediate Similarity	0.7616	NPC63545
Intermediate Similarity	0.7614	NPC469785
Intermediate Similarity	0.7584	NPC215584
Intermediate Similarity	0.7584	NPC44773
Intermediate Similarity	0.7571	NPC286427
Intermediate Similarity	0.7571	NPC216643
Intermediate Similarity	0.7568	NPC176199
Intermediate Similarity	0.7568	NPC215795
Intermediate Similarity	0.756	NPC314102
Intermediate Similarity	0.756	NPC251722
Intermediate Similarity	0.7529	NPC279081
Intermediate Similarity	0.7528	NPC41257
Intermediate Similarity	0.7527	NPC91895
Intermediate Similarity	0.7514	NPC474561
Intermediate Similarity	0.7514	NPC49954
Intermediate Similarity	0.7513	NPC294693
Intermediate Similarity	0.75	NPC317105
Intermediate Similarity	0.75	NPC90723
Intermediate Similarity	0.7487	NPC95783
Intermediate Similarity	0.7486	NPC470498
Intermediate Similarity	0.7486	NPC148592
Intermediate Similarity	0.7473	NPC201700
Intermediate Similarity	0.7472	NPC236711
Intermediate Similarity	0.747	NPC82295
Intermediate Similarity	0.7444	NPC282231
Intermediate Similarity	0.7444	NPC470203
Intermediate Similarity	0.744	NPC198988
Intermediate Similarity	0.7438	NPC31385
Intermediate Similarity	0.7438	NPC75726
Intermediate Similarity	0.7438	NPC110602
Intermediate Similarity	0.7427	NPC59084
Intermediate Similarity	0.7427	NPC2949
Intermediate Similarity	0.7427	NPC230002
Intermediate Similarity	0.7419	NPC59269
Intermediate Similarity	0.7419	NPC151939
Intermediate Similarity	0.7418	NPC160105
Intermediate Similarity	0.7414	NPC143872
Intermediate Similarity	0.7396	NPC325252
Intermediate Similarity	0.7389	NPC279918
Intermediate Similarity	0.7389	NPC470204
Intermediate Similarity	0.7389	NPC122141
Intermediate Similarity	0.7384	NPC473868
Intermediate Similarity	0.7384	NPC63157
Intermediate Similarity	0.7368	NPC88097
Intermediate Similarity	0.7366	NPC280852
Intermediate Similarity	0.7356	NPC470440
Intermediate Similarity	0.7356	NPC285731
Intermediate Similarity	0.7351	NPC314603
Intermediate Similarity	0.734	NPC300688
Intermediate Similarity	0.7322	NPC54988
Intermediate Similarity	0.7308	NPC194640
Intermediate Similarity	0.7293	NPC131718
Intermediate Similarity	0.7288	NPC33421
Intermediate Similarity	0.7288	NPC40070
Intermediate Similarity	0.7278	NPC469897
Intermediate Similarity	0.7277	NPC323927
Intermediate Similarity	0.7277	NPC280290
Intermediate Similarity	0.7273	NPC21605
Intermediate Similarity	0.7267	NPC104483
Intermediate Similarity	0.7263	NPC34844
Intermediate Similarity	0.7262	NPC475450
Intermediate Similarity	0.7251	NPC150259
Intermediate Similarity	0.724	NPC94752
Intermediate Similarity	0.7238	NPC474880
Intermediate Similarity	0.7238	NPC230869
Intermediate Similarity	0.7238	NPC221786
Intermediate Similarity	0.7238	NPC475990
Intermediate Similarity	0.7234	NPC284775
Intermediate Similarity	0.7228	NPC49217
Intermediate Similarity	0.7225	NPC115611
Intermediate Similarity	0.7225	NPC284678
Intermediate Similarity	0.7222	NPC51054
Intermediate Similarity	0.7219	NPC329688
Intermediate Similarity	0.7219	NPC189812
Intermediate Similarity	0.7213	NPC271797
Intermediate Similarity	0.7213	NPC102423
Intermediate Similarity	0.7213	NPC21174
Intermediate Similarity	0.7213	NPC478182
Intermediate Similarity	0.7211	NPC233936
Intermediate Similarity	0.7207	NPC141926
Intermediate Similarity	0.7204	NPC82331
Intermediate Similarity	0.7202	NPC22079
Intermediate Similarity	0.7196	NPC213468
Intermediate Similarity	0.7196	NPC11126
Intermediate Similarity	0.7181	NPC474958
Intermediate Similarity	0.7175	NPC470111
Intermediate Similarity	0.7169	NPC250361
Intermediate Similarity	0.7166	NPC313791
Intermediate Similarity	0.7165	NPC103119
Intermediate Similarity	0.7158	NPC478185
Intermediate Similarity	0.7157	NPC66699
Intermediate Similarity	0.715	NPC235684
Intermediate Similarity	0.7143	NPC145885
Intermediate Similarity	0.7143	NPC473587
Intermediate Similarity	0.7143	NPC84827
Intermediate Similarity	0.7143	NPC14113
Intermediate Similarity	0.7135	NPC37548
Intermediate Similarity	0.7135	NPC228835
Intermediate Similarity	0.712	NPC191415
Intermediate Similarity	0.712	NPC478184
Intermediate Similarity	0.7118	NPC473930
Intermediate Similarity	0.7108	NPC175916
Intermediate Similarity	0.7104	NPC229173
Intermediate Similarity	0.7102	NPC242556
Intermediate Similarity	0.7101	NPC475428
Intermediate Similarity	0.71	NPC74413
Intermediate Similarity	0.7098	NPC99939
Intermediate Similarity	0.7098	NPC308931
Intermediate Similarity	0.7098	NPC15102
Intermediate Similarity	0.7093	NPC218268
Intermediate Similarity	0.7088	NPC129721
Intermediate Similarity	0.7083	NPC48938
Intermediate Similarity	0.7083	NPC472108
Intermediate Similarity	0.7083	NPC139291
Intermediate Similarity	0.7083	NPC473762
Intermediate Similarity	0.7081	NPC274229
Intermediate Similarity	0.7079	NPC193761
Intermediate Similarity	0.7074	NPC477611
Intermediate Similarity	0.7074	NPC472123
Intermediate Similarity	0.7072	NPC477815
Intermediate Similarity	0.7072	NPC471458
Intermediate Similarity	0.7072	NPC476219
Intermediate Similarity	0.7072	NPC470507
Intermediate Similarity	0.7068	NPC314919
Intermediate Similarity	0.7068	NPC16659
Intermediate Similarity	0.7065	NPC225018
Intermediate Similarity	0.7062	NPC204141
Intermediate Similarity	0.7059	NPC179365
Intermediate Similarity	0.7056	NPC324149
Intermediate Similarity	0.7056	NPC47190
Intermediate Similarity	0.7053	NPC124636
Intermediate Similarity	0.705	NPC265576
Intermediate Similarity	0.7049	NPC293487
Intermediate Similarity	0.702	NPC326422
Intermediate Similarity	0.7019	NPC193370
Intermediate Similarity	0.7016	NPC12649
Intermediate Similarity	0.7016	NPC265710

Drug Structure

NPD5590 OpenBabel08211708292D 30 33 0 0 0 0 0 0 0 0999 V2000 -2.9641 -0.1932 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.4641 0.6728 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9641 1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9641 -0.1932 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9641 1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9641 -0.1932 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6473 -0.5352 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6691 -0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9641 2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0981 1.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3660 3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0981 3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2321 1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2872 1.1590 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9641 1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9563 0.4158 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4641 0.6728 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3090 0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9641 1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9344 0.6237 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 -1.2321 2.5388 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.9641 -0.1932 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.6728 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.4641 0.6728 0.0000 S 0 0 2 0 0 0 0 0 0 0 0 0 -0.5878 -0.8090 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 28 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 6 2 0 0 0 0 5 20 2 0 0 0 0 6 20 1 0 0 0 0 7 8 2 0 0 0 0 7 19 1 0 0 0 0 8 22 1 0 0 0 0 9 12 1 0 0 0 0 9 18 1 0 0 0 0 10 13 1 0 0 0 0 10 23 1 0 0 0 0 11 14 1 0 0 0 0 11 23 1 0 0 0 0 12 26 1 0 0 0 0 13 26 1 0 0 0 0 14 26 1 0 0 0 0 15 19 2 0 0 0 0 15 21 1 0 0 0 0 16 18 2 0 0 0 0 16 25 1 0 0 0 0 17 23 1 0 0 0 0 17 29 1 0 0 0 0 18 21 1 0 0 0 0 19 24 1 0 0 0 0 20 29 1 0 0 0 0 21 22 2 0 0 0 0 22 25 1 0 0 0 0 23 28 1 0 0 0 0 25 30 1 0 0 0 0 29 27 2 1 0 0 0 M END $$$$

External Identifiers

TTD	DIB007646
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9953599
ChEBI
CAS Number

Drug Properties

Molecular Weight	414.18
ALogP	-1.0594
MLogP	3.33
XLogP	3.515
HDA	4
HBD	1
Rotatable Bonds	9
TPSA	64.54
RO5 Violation	0