NPASS drugs

Drug Information

Drug ID:	NPD8272
Drug Name:	Barusiban
Molecular Formula:	C40H63N9O8S
Canonical SMILES:	NCCC[C@H](N(C(=O)[C@@H]1CCSCCC(=N[C@H](Cc2c[nH]c3c2cccc3)C(=N[C@H](C(=N[C@H](C(=N[C@H](C(=N1)O)CC(=N)O)O)[C@@H](CC)C)O)[C@H](CC)C)O)O)C)CO
Standard InCHI:	InChI=1S/C40H63N9O8S/c1-6-23(3)34-38(55)46-31(20-32(42)51)36(53)45-29(40(57)49(5)26(22-50)11-10-16-41)14-17-58-18-15-33(52)44-30(19-25-21-43-28-13-9-8-12-27(25)28)37(54)47-35(24(4)7-2)39(56)48-34/h8-9,12-13,21,23-24,26,29-31,34-35,43,50H,6-7,10-11,14-20,22,41H2,1-5H3,(H2,42,51)(H,44,52)(H,45,53)(H,46,55)(H,47,54)(H,48,56)/t23-,24+,26+,29+,30-,31+,34+,35+/m1/s1
Standard InCHIKey:	UGNGRKKDUVKQDF-IHOMMZCZSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD8272

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	220
0.1-0.2	1484
0.2-0.3	11955
0.3-0.4	12424
0.4-0.5	1817
0.5-0.6	1658
0.6-0.7	958
0.7-0.8	329
0.8-0.85	27
0.85-0.9	12
0.9-0.95	6
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
High Similarity	0.9149	NPC155143
High Similarity	0.914	NPC473640
High Similarity	0.9096	NPC475506
High Similarity	0.9021	NPC75726
High Similarity	0.9021	NPC110602
High Similarity	0.9021	NPC31385
High Similarity	0.8989	NPC100321
High Similarity	0.8913	NPC213629
High Similarity	0.8769	NPC107077
High Similarity	0.8769	NPC223791
High Similarity	0.8737	NPC171317
High Similarity	0.8731	NPC75634
High Similarity	0.8667	NPC54420
High Similarity	0.8602	NPC94752
High Similarity	0.8594	NPC293917
High Similarity	0.8586	NPC320968
High Similarity	0.8579	NPC162860
High Similarity	0.8564	NPC314603
Intermediate Similarity	0.8482	NPC294693
Intermediate Similarity	0.8477	NPC323927
Intermediate Similarity	0.8374	NPC79386
Intermediate Similarity	0.8349	NPC478028
Intermediate Similarity	0.8343	NPC160105
Intermediate Similarity	0.8342	NPC163055
Intermediate Similarity	0.8333	NPC281049
Intermediate Similarity	0.8309	NPC64216
Intermediate Similarity	0.83	NPC478158
Intermediate Similarity	0.8298	NPC228835
Intermediate Similarity	0.8283	NPC473376
Intermediate Similarity	0.8271	NPC478029
Intermediate Similarity	0.8229	NPC243716
Intermediate Similarity	0.8229	NPC117244
Intermediate Similarity	0.8229	NPC473763
Intermediate Similarity	0.8226	NPC248454
Intermediate Similarity	0.8201	NPC165495
Intermediate Similarity	0.8182	NPC476874
Intermediate Similarity	0.8173	NPC470497
Intermediate Similarity	0.8168	NPC17059
Intermediate Similarity	0.8137	NPC54744
Intermediate Similarity	0.8098	NPC478157
Intermediate Similarity	0.8095	NPC233936
Intermediate Similarity	0.8085	NPC11126
Intermediate Similarity	0.8043	NPC474561
Intermediate Similarity	0.8043	NPC49954
Intermediate Similarity	0.8011	NPC469762
Intermediate Similarity	0.7989	NPC126709
Intermediate Similarity	0.7989	NPC248041
Intermediate Similarity	0.7989	NPC283219
Intermediate Similarity	0.7979	NPC267885
Intermediate Similarity	0.7956	NPC469785
Intermediate Similarity	0.7946	NPC54988
Intermediate Similarity	0.7937	NPC84827
Intermediate Similarity	0.7937	NPC145885
Intermediate Similarity	0.7937	NPC14113
Intermediate Similarity	0.7927	NPC235684
Intermediate Similarity	0.7927	NPC474707
Intermediate Similarity	0.7926	NPC149155
Intermediate Similarity	0.7926	NPC203468
Intermediate Similarity	0.7926	NPC110500
Intermediate Similarity	0.7917	NPC63279
Intermediate Similarity	0.7901	NPC80597
Intermediate Similarity	0.7901	NPC212376
Intermediate Similarity	0.7901	NPC75540
Intermediate Similarity	0.7901	NPC70922
Intermediate Similarity	0.7901	NPC211572
Intermediate Similarity	0.7895	NPC477714
Intermediate Similarity	0.7889	NPC470499
Intermediate Similarity	0.7887	NPC319232
Intermediate Similarity	0.7887	NPC24370
Intermediate Similarity	0.788	NPC282231
Intermediate Similarity	0.788	NPC297642
Intermediate Similarity	0.787	NPC89987
Intermediate Similarity	0.7867	NPC153400
Intermediate Similarity	0.786	NPC326363
Intermediate Similarity	0.786	NPC69843
Intermediate Similarity	0.7846	NPC65215
Intermediate Similarity	0.7846	NPC173028
Intermediate Similarity	0.7845	NPC469763
Intermediate Similarity	0.7845	NPC25008
Intermediate Similarity	0.7845	NPC73952
Intermediate Similarity	0.7845	NPC469765
Intermediate Similarity	0.7845	NPC259644
Intermediate Similarity	0.7845	NPC469786
Intermediate Similarity	0.7845	NPC469760
Intermediate Similarity	0.7839	NPC272483
Intermediate Similarity	0.7838	NPC311276
Intermediate Similarity	0.7831	NPC469938
Intermediate Similarity	0.7826	NPC279918
Intermediate Similarity	0.7807	NPC201700
Intermediate Similarity	0.7807	NPC63751
Intermediate Similarity	0.7795	NPC317030
Intermediate Similarity	0.7795	NPC204565
Intermediate Similarity	0.7772	NPC300183
Intermediate Similarity	0.7762	NPC477715
Intermediate Similarity	0.776	NPC91179
Intermediate Similarity	0.7755	NPC321708
Intermediate Similarity	0.7747	NPC200214
Intermediate Similarity	0.7742	NPC40779
Intermediate Similarity	0.7742	NPC194640
Intermediate Similarity	0.7734	NPC193761
Intermediate Similarity	0.7717	NPC325976
Intermediate Similarity	0.7714	NPC471192
Intermediate Similarity	0.7713	NPC78020
Intermediate Similarity	0.7706	NPC165743
Intermediate Similarity	0.7692	NPC216713
Intermediate Similarity	0.7688	NPC474177
Intermediate Similarity	0.7676	NPC230869
Intermediate Similarity	0.7671	NPC323752
Intermediate Similarity	0.7661	NPC475969
Intermediate Similarity	0.7661	NPC474877
Intermediate Similarity	0.7661	NPC475859
Intermediate Similarity	0.7656	NPC153980
Intermediate Similarity	0.7656	NPC59269
Intermediate Similarity	0.7656	NPC6865
Intermediate Similarity	0.765	NPC133366
Intermediate Similarity	0.7629	NPC71037
Intermediate Similarity	0.7626	NPC95783
Intermediate Similarity	0.7621	NPC477630
Intermediate Similarity	0.7621	NPC477635
Intermediate Similarity	0.7617	NPC213468
Intermediate Similarity	0.7615	NPC470730
Intermediate Similarity	0.7615	NPC477175
Intermediate Similarity	0.7615	NPC477176
Intermediate Similarity	0.7615	NPC470729
Intermediate Similarity	0.7608	NPC72956
Intermediate Similarity	0.7607	NPC314056
Intermediate Similarity	0.7593	NPC19170
Intermediate Similarity	0.7592	NPC472123
Intermediate Similarity	0.7583	NPC313640
Intermediate Similarity	0.7581	NPC155444
Intermediate Similarity	0.758	NPC477177
Intermediate Similarity	0.7574	NPC262898
Intermediate Similarity	0.7571	NPC471194
Intermediate Similarity	0.7571	NPC471193
Intermediate Similarity	0.7565	NPC68354
Intermediate Similarity	0.7547	NPC470732
Intermediate Similarity	0.7547	NPC470731
Intermediate Similarity	0.7536	NPC229348
Intermediate Similarity	0.7535	NPC473317
Intermediate Similarity	0.7532	NPC263117
Intermediate Similarity	0.7532	NPC125181
Intermediate Similarity	0.7532	NPC242872
Intermediate Similarity	0.7527	NPC471957
Intermediate Similarity	0.7526	NPC219336
Intermediate Similarity	0.7525	NPC179701
Intermediate Similarity	0.7514	NPC314372
Intermediate Similarity	0.7513	NPC280290
Intermediate Similarity	0.7513	NPC15102
Intermediate Similarity	0.7511	NPC478013
Intermediate Similarity	0.7489	NPC297862
Intermediate Similarity	0.7488	NPC229332
Intermediate Similarity	0.7487	NPC300688
Intermediate Similarity	0.7475	NPC315555
Intermediate Similarity	0.7474	NPC151939
Intermediate Similarity	0.7474	NPC15573
Intermediate Similarity	0.7474	NPC217372
Intermediate Similarity	0.7474	NPC183662
Intermediate Similarity	0.7464	NPC314957
Intermediate Similarity	0.7461	NPC37423
Intermediate Similarity	0.7461	NPC275305
Intermediate Similarity	0.746	NPC102423
Intermediate Similarity	0.7446	NPC105818
Intermediate Similarity	0.7446	NPC24678
Intermediate Similarity	0.7438	NPC11445
Intermediate Similarity	0.7436	NPC55772
Intermediate Similarity	0.7435	NPC317430
Intermediate Similarity	0.7431	NPC125597
Intermediate Similarity	0.7429	NPC271862
Intermediate Similarity	0.7411	NPC28945
Intermediate Similarity	0.7411	NPC469358
Intermediate Similarity	0.7411	NPC48938
Intermediate Similarity	0.7411	NPC472108
Intermediate Similarity	0.7411	NPC139291
Intermediate Similarity	0.7409	NPC56109
Intermediate Similarity	0.7409	NPC313791
Intermediate Similarity	0.7409	NPC191382
Intermediate Similarity	0.7405	NPC470823
Intermediate Similarity	0.7403	NPC190296
Intermediate Similarity	0.74	NPC175474
Intermediate Similarity	0.7398	NPC469896
Intermediate Similarity	0.7389	NPC195239
Intermediate Similarity	0.7389	NPC157828
Intermediate Similarity	0.7386	NPC478012
Intermediate Similarity	0.7386	NPC478011
Intermediate Similarity	0.7385	NPC111275
Intermediate Similarity	0.7385	NPC64436
Intermediate Similarity	0.7381	NPC258062
Intermediate Similarity	0.7381	NPC127677
Intermediate Similarity	0.738	NPC285469
Intermediate Similarity	0.7356	NPC98715
Intermediate Similarity	0.7355	NPC314176
Intermediate Similarity	0.7354	NPC131718
Intermediate Similarity	0.7348	NPC469766
Intermediate Similarity	0.7347	NPC176199
Intermediate Similarity	0.7347	NPC248462
Intermediate Similarity	0.7347	NPC215795
Intermediate Similarity	0.734	NPC267343
Intermediate Similarity	0.7337	NPC163421
Intermediate Similarity	0.7337	NPC188387
Intermediate Similarity	0.7333	NPC225821

Drug Structure

NPD8272 OpenBabel08211713002D 69 71 0 0 1 0 0 0 0 0999 V2000 0.5283 2.5685 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0827 0.2550 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0610 1.3274 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1777 0.7654 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4046 -6.5135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3740 1.5946 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3854 -0.4423 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7938 -3.6577 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1472 -2.7371 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0405 -7.8565 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1618 -7.4088 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8199 -3.8120 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5266 -1.9707 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7217 -5.3417 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9378 -5.9213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0921 -8.8413 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9240 -5.9213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -6.2261 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5939 -3.7603 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1800 -1.2344 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9593 -2.0415 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9373 -5.8870 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1404 0.9740 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.4329 -0.1871 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.2145 -2.9940 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1102 -6.4241 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.1993 -3.0456 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5527 -2.1250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3014 -4.5439 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.6200 -3.6061 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.3014 -1.6821 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.2316 -0.2497 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7356 -5.3417 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9861 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7356 -0.8843 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.6061 -2.6200 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6200 -2.6200 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9240 -0.3047 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9378 -0.3047 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1800 -4.9916 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9707 -9.2890 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1102 0.1980 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.7863 -1.5044 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.3152 -4.5439 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.6061 -3.6061 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.7217 -0.8843 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.3152 -1.6821 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 4.2316 -5.9764 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.8159 -6.3347 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4046 0.2874 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.4329 -6.0390 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.5801 -2.4657 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.5939 -2.4657 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.8193 1.4525 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.3855 0.5739 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.0070 -4.4545 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9861 -6.2261 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 7.0223 -10.2737 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7977 -8.7519 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.9373 -0.3391 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.8379 -0.5197 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.8675 -7.3194 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5259 -0.1603 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3854 -5.7838 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.9334 -1.5451 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9473 -1.5451 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8041 1.5041 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8485 1.4009 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 6 1 0 0 0 0 2 7 1 0 0 0 0 5 49 1 0 0 0 0 6 23 1 0 0 0 0 7 24 1 0 0 0 0 8 9 2 0 0 0 0 8 12 1 0 0 0 0 9 13 1 0 0 0 0 10 11 1 0 0 0 0 10 16 1 0 0 0 0 12 27 2 0 0 0 0 13 28 2 0 0 0 0 14 17 1 0 0 0 0 14 29 1 0 0 0 0 15 18 1 0 0 0 0 15 33 1 0 0 0 0 16 41 1 0 0 0 0 17 58 1 0 0 0 0 18 58 1 0 0 0 0 19 25 1 0 0 0 0 20 32 1 0 0 0 0 21 25 2 0 0 0 0 21 43 1 0 0 0 0 22 26 1 0 0 0 0 22 50 1 0 0 0 0 23 3 1 1 0 0 0 24 4 1 6 0 0 0 25 27 1 0 0 0 0 26 11 1 6 0 0 0 26 49 1 0 0 0 0 27 28 1 0 0 0 0 28 43 1 0 0 0 0 29 40 1 6 0 0 0 29 45 1 0 0 0 0 30 19 1 6 0 0 0 30 37 1 0 0 0 0 30 44 1 0 0 0 0 31 20 1 1 0 0 0 31 36 1 0 0 0 0 31 46 1 0 0 0 0 32 42 2 0 0 0 0 32 51 1 0 0 0 0 33 44 2 3 0 0 0 33 52 1 0 0 0 0 34 23 1 1 0 0 0 34 38 1 0 0 0 0 34 48 1 0 0 0 0 35 24 1 1 0 0 0 35 39 1 0 0 0 0 35 47 1 0 0 0 0 36 45 2 3 0 0 0 36 53 1 0 0 0 0 37 47 2 3 0 0 0 37 54 1 0 0 0 0 38 46 2 3 0 0 0 38 55 1 0 0 0 0 39 48 2 3 0 0 0 39 56 1 0 0 0 0 40 49 1 0 0 0 0 40 57 2 0 0 0 0 41 59 1 0 0 0 0 41 60 1 0 0 0 0 42 61 1 0 0 0 0 43 62 1 0 0 0 0 50 63 1 0 0 0 0 51 64 1 0 0 0 0 52 65 1 0 0 0 0 53 66 1 0 0 0 0 54 67 1 0 0 0 0 55 68 1 0 0 0 0 56 69 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB014463
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	829.45
ALogP	-3.7902
MLogP	3.88
XLogP	2.871
HDA	17
HBD	10
Rotatable Bonds	28
TPSA	314.68
RO5 Violation	3