NPASS drugs

Drug Information

Drug ID:	NPD6238
Drug Name:	SQ-33351
Molecular Formula:	C25H27F3N2O4
Canonical SMILES:	COc1ccc(cc1)[C@@H]1Cc2c(N(C(=O)[C@@H]1OC(=O)C)C[C@@H]1CCCN1)cccc2C(F)(F)F
Standard InCHI:	InChI=1S/C25H27F3N2O4/c1-15(31)34-23-19(16-8-10-18(33-2)11-9-16)13-20-21(25(26,27)28)6-3-7-22(20)30(24(23)32)14-17-5-4-12-29-17/h3,6-11,17,19,23,29H,4-5,12-14H2,1-2H3/t17-,19-,23+/m0/s1
Standard InCHIKey:	LMMFNPFUDYQJEK-WCAVRKLYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6238

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	236
0.1-0.2	1220
0.2-0.3	4976
0.3-0.4	7635
0.4-0.5	10952
0.5-0.6	4761
0.6-0.7	1060
0.7-0.8	50
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	0.7857	NPC243626
Intermediate Similarity	0.7857	NPC230313
Intermediate Similarity	0.772	NPC473007
Intermediate Similarity	0.7667	NPC77777
Intermediate Similarity	0.7653	NPC473008
Intermediate Similarity	0.7653	NPC474059
Intermediate Similarity	0.7576	NPC473004
Intermediate Similarity	0.7562	NPC100863
Intermediate Similarity	0.7536	NPC477160
Intermediate Similarity	0.7488	NPC67904
Intermediate Similarity	0.7476	NPC477161
Intermediate Similarity	0.7462	NPC21425
Intermediate Similarity	0.7436	NPC314659
Intermediate Similarity	0.7385	NPC197335
Intermediate Similarity	0.735	NPC22476
Intermediate Similarity	0.7317	NPC138830
Intermediate Similarity	0.7295	NPC207971
Intermediate Similarity	0.726	NPC268077
Intermediate Similarity	0.7215	NPC231924
Intermediate Similarity	0.7177	NPC87714
Intermediate Similarity	0.7165	NPC285622
Intermediate Similarity	0.7163	NPC234772
Intermediate Similarity	0.7163	NPC473005
Intermediate Similarity	0.715	NPC473006
Intermediate Similarity	0.7143	NPC246140
Intermediate Similarity	0.7143	NPC195787
Intermediate Similarity	0.7143	NPC323752
Intermediate Similarity	0.7136	NPC71124
Intermediate Similarity	0.7107	NPC321211
Intermediate Similarity	0.7103	NPC159815
Intermediate Similarity	0.7103	NPC10732
Intermediate Similarity	0.7103	NPC127996
Intermediate Similarity	0.71	NPC322621
Intermediate Similarity	0.708	NPC154922
Intermediate Similarity	0.7067	NPC323198
Intermediate Similarity	0.7065	NPC87391
Intermediate Similarity	0.7064	NPC288110
Intermediate Similarity	0.7059	NPC122886
Intermediate Similarity	0.7044	NPC473298
Intermediate Similarity	0.7044	NPC473569
Intermediate Similarity	0.7035	NPC472163
Intermediate Similarity	0.7027	NPC319232
Intermediate Similarity	0.7027	NPC24370
Intermediate Similarity	0.7018	NPC303658
Intermediate Similarity	0.7018	NPC473041
Intermediate Similarity	0.7015	NPC259626
Intermediate Similarity	0.7015	NPC299806
Intermediate Similarity	0.7014	NPC475147
Intermediate Similarity	0.7014	NPC14339
Intermediate Similarity	0.7004	NPC291173
Remote Similarity	0.699	NPC73280
Remote Similarity	0.6986	NPC222046
Remote Similarity	0.6976	NPC204970
Remote Similarity	0.6974	NPC184680
Remote Similarity	0.6972	NPC195636
Remote Similarity	0.6965	NPC2933
Remote Similarity	0.6963	NPC475133
Remote Similarity	0.6948	NPC478075
Remote Similarity	0.6943	NPC470785
Remote Similarity	0.6942	NPC471825
Remote Similarity	0.6942	NPC254957
Remote Similarity	0.6938	NPC5374
Remote Similarity	0.6934	NPC473422
Remote Similarity	0.6927	NPC203628
Remote Similarity	0.6926	NPC113455
Remote Similarity	0.692	NPC34580
Remote Similarity	0.692	NPC124920
Remote Similarity	0.692	NPC118559
Remote Similarity	0.692	NPC304307
Remote Similarity	0.6915	NPC256288
Remote Similarity	0.6906	NPC21638
Remote Similarity	0.69	NPC11149
Remote Similarity	0.6895	NPC305984
Remote Similarity	0.6895	NPC126556
Remote Similarity	0.6891	NPC286871
Remote Similarity	0.689	NPC193906
Remote Similarity	0.689	NPC23080
Remote Similarity	0.6889	NPC100547
Remote Similarity	0.6889	NPC311906
Remote Similarity	0.6887	NPC473460
Remote Similarity	0.6881	NPC189661
Remote Similarity	0.6878	NPC476069
Remote Similarity	0.6878	NPC10653
Remote Similarity	0.6878	NPC472099
Remote Similarity	0.6878	NPC318525
Remote Similarity	0.6875	NPC301163
Remote Similarity	0.6872	NPC232600
Remote Similarity	0.687	NPC470784
Remote Similarity	0.6864	NPC96321
Remote Similarity	0.6858	NPC322135
Remote Similarity	0.6858	NPC223409
Remote Similarity	0.6858	NPC95240
Remote Similarity	0.6858	NPC223242
Remote Similarity	0.6852	NPC25961
Remote Similarity	0.6852	NPC471304
Remote Similarity	0.6849	NPC152768
Remote Similarity	0.6849	NPC148183
Remote Similarity	0.6844	NPC473458
Remote Similarity	0.6844	NPC470480
Remote Similarity	0.6844	NPC261251
Remote Similarity	0.684	NPC475816
Remote Similarity	0.6838	NPC120239
Remote Similarity	0.6833	NPC219397
Remote Similarity	0.6828	NPC14288
Remote Similarity	0.6827	NPC198401
Remote Similarity	0.6825	NPC127178
Remote Similarity	0.6821	NPC24954
Remote Similarity	0.6821	NPC254700
Remote Similarity	0.6818	NPC471197
Remote Similarity	0.6816	NPC148124
Remote Similarity	0.6814	NPC194740
Remote Similarity	0.6814	NPC473615
Remote Similarity	0.6812	NPC79213
Remote Similarity	0.6812	NPC476220
Remote Similarity	0.6812	NPC160113
Remote Similarity	0.6804	NPC176983
Remote Similarity	0.68	NPC214142
Remote Similarity	0.6798	NPC139373
Remote Similarity	0.6798	NPC54803
Remote Similarity	0.6798	NPC321592
Remote Similarity	0.6796	NPC5630
Remote Similarity	0.6796	NPC174629
Remote Similarity	0.6796	NPC283207
Remote Similarity	0.6794	NPC303214
Remote Similarity	0.6789	NPC470482
Remote Similarity	0.6789	NPC470481
Remote Similarity	0.6789	NPC119722
Remote Similarity	0.6787	NPC471198
Remote Similarity	0.6786	NPC472114
Remote Similarity	0.6786	NPC473502
Remote Similarity	0.6786	NPC472115
Remote Similarity	0.678	NPC229484
Remote Similarity	0.678	NPC181928
Remote Similarity	0.6771	NPC99724
Remote Similarity	0.6771	NPC46259
Remote Similarity	0.677	NPC471513
Remote Similarity	0.6769	NPC284888
Remote Similarity	0.6769	NPC473105
Remote Similarity	0.6766	NPC475421
Remote Similarity	0.6765	NPC102760
Remote Similarity	0.6765	NPC49184
Remote Similarity	0.6761	NPC1464
Remote Similarity	0.6759	NPC207873
Remote Similarity	0.6759	NPC285192
Remote Similarity	0.6759	NPC100573
Remote Similarity	0.6756	NPC19175
Remote Similarity	0.6756	NPC115588
Remote Similarity	0.6753	NPC474058
Remote Similarity	0.6753	NPC131977
Remote Similarity	0.6749	NPC220961
Remote Similarity	0.6748	NPC292675
Remote Similarity	0.6739	NPC33064
Remote Similarity	0.6739	NPC245055
Remote Similarity	0.6733	NPC287588
Remote Similarity	0.6733	NPC39822
Remote Similarity	0.673	NPC138615
Remote Similarity	0.673	NPC265642
Remote Similarity	0.673	NPC218733
Remote Similarity	0.673	NPC132874
Remote Similarity	0.6726	NPC476436
Remote Similarity	0.6725	NPC474192
Remote Similarity	0.6725	NPC475720
Remote Similarity	0.6715	NPC237579
Remote Similarity	0.6712	NPC472098
Remote Similarity	0.6711	NPC477397
Remote Similarity	0.6697	NPC269449
Remote Similarity	0.6696	NPC248903
Remote Similarity	0.6695	NPC476258
Remote Similarity	0.6695	NPC304837
Remote Similarity	0.6695	NPC469450
Remote Similarity	0.6684	NPC29285
Remote Similarity	0.6683	NPC89831
Remote Similarity	0.6683	NPC471604
Remote Similarity	0.6683	NPC315542
Remote Similarity	0.6682	NPC475609
Remote Similarity	0.6681	NPC474688
Remote Similarity	0.6667	NPC82541
Remote Similarity	0.6667	NPC470112
Remote Similarity	0.6667	NPC34717
Remote Similarity	0.6667	NPC470903
Remote Similarity	0.6667	NPC129624
Remote Similarity	0.6667	NPC204546
Remote Similarity	0.6667	NPC144452
Remote Similarity	0.6667	NPC329747
Remote Similarity	0.6667	NPC477159
Remote Similarity	0.6667	NPC167763
Remote Similarity	0.6652	NPC82472
Remote Similarity	0.6652	NPC301501
Remote Similarity	0.6652	NPC55470
Remote Similarity	0.6652	NPC26928
Remote Similarity	0.6651	NPC41216
Remote Similarity	0.6651	NPC17677
Remote Similarity	0.665	NPC96901
Remote Similarity	0.665	NPC85613
Remote Similarity	0.665	NPC283810
Remote Similarity	0.665	NPC139085
Remote Similarity	0.665	NPC307640
Remote Similarity	0.665	NPC70172
Remote Similarity	0.665	NPC299582
Remote Similarity	0.665	NPC251212

Drug Structure

NPD6238 OpenBabel08211709092D 35 38 0 0 1 0 0 0 0 0999 V2000 -0.6774 2.3904 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5614 1.3591 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7170 -2.4888 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4766 -1.7986 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5692 -1.3783 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1490 -2.9888 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7170 -1.4888 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8530 -0.8007 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5949 0.9120 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8418 -0.6517 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5837 1.0610 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1568 -1.0656 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9459 -1.1235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9556 0.2948 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6774 2.3904 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2295 -0.0189 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6886 -0.3854 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.2072 0.2792 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2407 -0.1679 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.0151 -1.4888 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0151 -2.4888 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1490 -0.9888 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6774 0.6583 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.6802 0.7331 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8811 -2.9888 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3811 -3.8549 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.3811 -3.8549 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -2.7471 -2.4888 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 2.6698 -0.1922 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 -2.1774 3.2564 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3148 1.6639 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.1960 0.4283 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.1774 1.5243 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0901 0.7152 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 15 1 0 0 0 0 2 33 1 0 0 0 0 3 6 2 0 0 0 0 3 7 1 0 0 0 0 4 5 1 0 0 0 0 4 12 1 0 0 0 0 5 17 1 0 0 0 0 6 21 1 0 0 0 0 7 22 2 0 0 0 0 8 10 1 0 0 0 0 8 16 2 0 0 0 0 9 11 2 0 0 0 0 9 16 1 0 0 0 0 10 18 2 0 0 0 0 11 18 1 0 0 0 0 12 29 1 0 0 0 0 13 19 1 0 0 0 0 13 20 1 0 0 0 0 14 30 1 0 0 0 0 15 31 2 0 0 0 0 15 34 1 0 0 0 0 17 14 1 1 0 0 0 17 29 1 0 0 0 0 18 33 1 0 0 0 0 19 16 1 1 0 0 0 19 23 1 0 0 0 0 20 21 2 0 0 0 0 20 22 1 0 0 0 0 21 25 1 0 0 0 0 22 30 1 0 0 0 0 23 24 1 0 0 0 0 23 34 1 1 0 0 0 24 30 1 0 0 0 0 24 32 2 0 0 0 0 25 26 1 0 0 0 0 25 27 1 0 0 0 0 25 28 1 0 0 0 0 29 35 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB003989
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	476.19
ALogP	-0.8353
MLogP	3.22
XLogP	5.161
HDA	5
HBD	1
Rotatable Bonds	12
TPSA	67.87
RO5 Violation	1