NPASS drugs

Drug Information

Drug ID:	NPD5501
Drug Name:	SQ-33600
Molecular Formula:	C23H23FNO5P
Canonical SMILES:	OC(=O)C[C@@H](CP(=O)(C#Cc1c(C(C)C)c2c(n1c1ccc(cc1)F)cccc2)O)O
Standard InCHI:	InChI=1S/C23H23FNO5P/c1-15(2)23-19-5-3-4-6-20(19)25(17-9-7-16(24)8-10-17)21(23)11-12-31(29,30)14-18(26)13-22(27)28/h3-10,15,18,26H,13-14H2,1-2H3,(H,27,28)(H,29,30)/t18-/m0/s1
Standard InCHIKey:	DVRZSYZTEHXMHH-SFHVURJKSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5501

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	166
0.1-0.2	1060
0.2-0.3	6908
0.3-0.4	17244
0.4-0.5	2974
0.5-0.6	1810
0.6-0.7	703
0.7-0.8	25
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	0.7566	NPC102008
Intermediate Similarity	0.7316	NPC85066
Intermediate Similarity	0.7316	NPC181502
Intermediate Similarity	0.7297	NPC470003
Intermediate Similarity	0.7293	NPC469938
Intermediate Similarity	0.7278	NPC126492
Intermediate Similarity	0.7273	NPC472323
Intermediate Similarity	0.7234	NPC175474
Intermediate Similarity	0.7184	NPC200743
Intermediate Similarity	0.7135	NPC15840
Intermediate Similarity	0.7128	NPC79129
Intermediate Similarity	0.7128	NPC81654
Intermediate Similarity	0.7128	NPC313985
Intermediate Similarity	0.7128	NPC49196
Intermediate Similarity	0.7128	NPC249150
Intermediate Similarity	0.7128	NPC195461
Intermediate Similarity	0.7113	NPC50503
Intermediate Similarity	0.7065	NPC24594
Intermediate Similarity	0.7065	NPC472122
Intermediate Similarity	0.7053	NPC61435
Intermediate Similarity	0.7045	NPC470507
Intermediate Similarity	0.7027	NPC28848
Intermediate Similarity	0.7027	NPC14325
Intermediate Similarity	0.7016	NPC206967
Intermediate Similarity	0.7005	NPC113626
Remote Similarity	0.6989	NPC213468
Remote Similarity	0.6979	NPC129909
Remote Similarity	0.6978	NPC154293
Remote Similarity	0.6968	NPC472104
Remote Similarity	0.6952	NPC187827
Remote Similarity	0.6952	NPC472105
Remote Similarity	0.6941	NPC104483
Remote Similarity	0.6939	NPC52557
Remote Similarity	0.6935	NPC326575
Remote Similarity	0.6928	NPC475450
Remote Similarity	0.6919	NPC189812
Remote Similarity	0.6919	NPC329688
Remote Similarity	0.6906	NPC8104
Remote Similarity	0.6906	NPC40779
Remote Similarity	0.6895	NPC472107
Remote Similarity	0.6895	NPC79062
Remote Similarity	0.6884	NPC476874
Remote Similarity	0.6879	NPC242556
Remote Similarity	0.6878	NPC472110
Remote Similarity	0.6878	NPC472109
Remote Similarity	0.6867	NPC475428
Remote Similarity	0.6866	NPC18661
Remote Similarity	0.6865	NPC97525
Remote Similarity	0.686	NPC277157
Remote Similarity	0.6859	NPC311858
Remote Similarity	0.6854	NPC471458
Remote Similarity	0.6845	NPC313640
Remote Similarity	0.6842	NPC472119
Remote Similarity	0.6829	NPC250361
Remote Similarity	0.6825	NPC302191
Remote Similarity	0.6818	NPC37548
Remote Similarity	0.6813	NPC311276
Remote Similarity	0.6811	NPC6982
Remote Similarity	0.6809	NPC133261
Remote Similarity	0.6807	NPC473587
Remote Similarity	0.6806	NPC62510
Remote Similarity	0.6802	NPC238499
Remote Similarity	0.68	NPC478186
Remote Similarity	0.6798	NPC281094
Remote Similarity	0.6793	NPC201700
Remote Similarity	0.6792	NPC81561
Remote Similarity	0.6789	NPC472108
Remote Similarity	0.6789	NPC139291
Remote Similarity	0.6789	NPC143533
Remote Similarity	0.678	NPC204303
Remote Similarity	0.6778	NPC469762
Remote Similarity	0.6774	NPC34508
Remote Similarity	0.6772	NPC24864
Remote Similarity	0.6772	NPC198339
Remote Similarity	0.6771	NPC99428
Remote Similarity	0.6769	NPC55493
Remote Similarity	0.6768	NPC149708
Remote Similarity	0.6757	NPC65080
Remote Similarity	0.6755	NPC151939
Remote Similarity	0.6755	NPC234987
Remote Similarity	0.675	NPC162689
Remote Similarity	0.675	NPC54102
Remote Similarity	0.6747	NPC473762
Remote Similarity	0.6737	NPC71037
Remote Similarity	0.6734	NPC192674
Remote Similarity	0.6734	NPC241024
Remote Similarity	0.6733	NPC314648
Remote Similarity	0.6732	NPC234999
Remote Similarity	0.673	NPC148140
Remote Similarity	0.6726	NPC179365
Remote Similarity	0.6723	NPC187951
Remote Similarity	0.6723	NPC124005
Remote Similarity	0.6722	NPC285469
Remote Similarity	0.6722	NPC469785
Remote Similarity	0.6721	NPC271797
Remote Similarity	0.6721	NPC21174
Remote Similarity	0.672	NPC158129
Remote Similarity	0.672	NPC270009
Remote Similarity	0.6719	NPC280290
Remote Similarity	0.6718	NPC472097
Remote Similarity	0.6718	NPC243716
Remote Similarity	0.6716	NPC193761
Remote Similarity	0.6707	NPC122718
Remote Similarity	0.6703	NPC473320
Remote Similarity	0.6703	NPC78020
Remote Similarity	0.6703	NPC317430
Remote Similarity	0.6702	NPC469358
Remote Similarity	0.6702	NPC19679
Remote Similarity	0.6702	NPC159125
Remote Similarity	0.6701	NPC57994
Remote Similarity	0.6701	NPC289299
Remote Similarity	0.67	NPC313796
Remote Similarity	0.67	NPC314855
Remote Similarity	0.67	NPC315638
Remote Similarity	0.67	NPC313345
Remote Similarity	0.6686	NPC473930
Remote Similarity	0.6685	NPC299594
Remote Similarity	0.6685	NPC76982
Remote Similarity	0.6685	NPC470508
Remote Similarity	0.6685	NPC129721
Remote Similarity	0.6684	NPC478077
Remote Similarity	0.6684	NPC300688
Remote Similarity	0.6684	NPC315555
Remote Similarity	0.6684	NPC94752
Remote Similarity	0.6684	NPC472123
Remote Similarity	0.6684	NPC235684
Remote Similarity	0.6683	NPC473747
Remote Similarity	0.6683	NPC476115
Remote Similarity	0.6683	NPC478158
Remote Similarity	0.6667	NPC68354
Remote Similarity	0.6667	NPC194881
Remote Similarity	0.6667	NPC315545
Remote Similarity	0.6667	NPC323927
Remote Similarity	0.6667	NPC38736
Remote Similarity	0.6667	NPC258480
Remote Similarity	0.6667	NPC314297
Remote Similarity	0.6667	NPC474905
Remote Similarity	0.6667	NPC475506
Remote Similarity	0.6649	NPC275305
Remote Similarity	0.6649	NPC472586
Remote Similarity	0.6649	NPC119700
Remote Similarity	0.6649	NPC470509
Remote Similarity	0.6649	NPC37423
Remote Similarity	0.6648	NPC470440
Remote Similarity	0.6648	NPC314372
Remote Similarity	0.6634	NPC155143
Remote Similarity	0.6633	NPC473763
Remote Similarity	0.6633	NPC117244
Remote Similarity	0.6632	NPC472443
Remote Similarity	0.6632	NPC248462
Remote Similarity	0.6632	NPC219336
Remote Similarity	0.6631	NPC470498
Remote Similarity	0.6628	NPC150259
Remote Similarity	0.6617	NPC475151
Remote Similarity	0.6615	NPC63199
Remote Similarity	0.6615	NPC196251
Remote Similarity	0.6615	NPC102338
Remote Similarity	0.6615	NPC321708
Remote Similarity	0.6615	NPC111602
Remote Similarity	0.6614	NPC121903
Remote Similarity	0.6614	NPC267885
Remote Similarity	0.6612	NPC81229
Remote Similarity	0.6612	NPC255229
Remote Similarity	0.6611	NPC73952
Remote Similarity	0.6611	NPC259644
Remote Similarity	0.6611	NPC469763
Remote Similarity	0.6611	NPC469760
Remote Similarity	0.6611	NPC469765
Remote Similarity	0.6611	NPC25008
Remote Similarity	0.6611	NPC469786
Remote Similarity	0.661	NPC129042
Remote Similarity	0.6609	NPC59084
Remote Similarity	0.6602	NPC162860
Remote Similarity	0.6602	NPC469743
Remote Similarity	0.6598	NPC66210
Remote Similarity	0.6597	NPC91179
Remote Similarity	0.6588	NPC281049
Remote Similarity	0.6587	NPC75634
Remote Similarity	0.6587	NPC475778
Remote Similarity	0.6587	NPC278451
Remote Similarity	0.6585	NPC41174
Remote Similarity	0.6582	NPC329858
Remote Similarity	0.658	NPC228835
Remote Similarity	0.658	NPC165201
Remote Similarity	0.6579	NPC183662
Remote Similarity	0.6579	NPC293472
Remote Similarity	0.6579	NPC15573
Remote Similarity	0.6579	NPC217372
Remote Similarity	0.6579	NPC64436
Remote Similarity	0.6576	NPC16667
Remote Similarity	0.6575	NPC207726
Remote Similarity	0.6575	NPC80597
Remote Similarity	0.6575	NPC212376
Remote Similarity	0.6575	NPC70922
Remote Similarity	0.6575	NPC75540
Remote Similarity	0.6575	NPC211572
Remote Similarity	0.6571	NPC63157
Remote Similarity	0.6571	NPC473868
Remote Similarity	0.657	NPC314834
Remote Similarity	0.6568	NPC22079

Drug Structure

NPD5501 OpenBabel08211708292D 34 36 0 0 1 0 0 0 0 0999 V2000 -2.5032 3.9479 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9680 2.3006 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 6.2709 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 6.2709 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 5.4049 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 5.4049 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9190 1.9916 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4543 3.6389 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9680 2.3006 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5032 3.9479 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 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 -2.5000 0.8660 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 -1.7601 3.2788 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6622 2.6607 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7601 3.2788 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.8660 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.5000 4.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 4.5388 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 -3.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 3.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6132 2.3517 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 3.5878 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 1.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.0000 1.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 2.5981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 P 0 0 3 0 0 0 0 0 0 0 0 0 -1.5000 2.5981 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 3.4641 0.0000 H 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 1 15 1 0 0 0 0 2 15 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 19 2 0 0 0 0 6 20 2 0 0 0 0 7 9 1 0 0 0 0 7 16 2 0 0 0 0 8 10 2 0 0 0 0 8 16 1 0 0 0 0 9 17 2 0 0 0 0 10 17 1 0 0 0 0 11 12 3 0 0 0 0 11 21 1 0 0 0 0 12 31 1 0 0 0 0 13 22 1 0 0 0 0 14 18 1 0 0 0 0 14 31 1 0 0 0 0 15 23 1 0 0 0 0 16 24 1 0 0 0 0 17 25 1 0 0 0 0 18 13 1 6 0 0 0 18 26 1 0 0 0 0 19 20 1 0 0 0 0 19 23 1 0 0 0 0 20 25 1 0 0 0 0 21 23 2 0 0 0 0 21 25 1 0 0 0 0 22 27 2 0 0 0 0 22 28 1 0 0 0 0 26 32 1 0 0 0 0 28 33 1 0 0 0 0 29 31 1 0 0 0 0 29 34 1 0 0 0 0 30 31 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB001935
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	443.13
ALogP	-0.0189
MLogP	3.11
XLogP	4.819
HDA	6
HBD	3
Rotatable Bonds	12
TPSA	109.05
RO5 Violation	0