NPASS drugs

Drug Information

Drug ID:	NPD6841
Drug Name:
Molecular Formula:	C27H33NO10S
Canonical SMILES:	OCC1OC(Oc2cc3CC[C@@H](c4c(c3c(c2OC)OC)ccc(c(=O)c4)SC)N=C(O)C)C(C(C1O)O)O
Standard InCHI:	InChI=1S/C27H33NO10S/c1-12(30)28-16-7-5-13-9-18(37-27-24(34)23(33)22(32)19(11-29)38-27)25(35-2)26(36-3)21(13)14-6-8-20(39-4)17(31)10-15(14)16/h6,8-10,16,19,22-24,27,29,32-34H,5,7,11H2,1-4H3,(H,28,30)/t16-,19?,22?,23?,24?,27?/m0/s1
Standard InCHIKey:	LEQAKWQJCITZNK-MPVWKRLLSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6841

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	179
0.1-0.2	1120
0.2-0.3	2991
0.3-0.4	7942
0.4-0.5	5664
0.5-0.6	5399
0.6-0.7	7051
0.7-0.8	537
0.8-0.85	7
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	0.8488	NPC189782
Intermediate Similarity	0.8294	NPC226941
Intermediate Similarity	0.8294	NPC14005
Intermediate Similarity	0.8294	NPC108957
Intermediate Similarity	0.8266	NPC66678
Intermediate Similarity	0.8266	NPC202839
Intermediate Similarity	0.8187	NPC44642
Intermediate Similarity	0.7759	NPC218575
Intermediate Similarity	0.768	NPC286790
Intermediate Similarity	0.768	NPC3906
Intermediate Similarity	0.768	NPC53146
Intermediate Similarity	0.768	NPC188120
Intermediate Similarity	0.7672	NPC474661
Intermediate Similarity	0.7672	NPC475919
Intermediate Similarity	0.7657	NPC474560
Intermediate Similarity	0.7644	NPC93924
Intermediate Similarity	0.7598	NPC329837
Intermediate Similarity	0.7596	NPC182257
Intermediate Similarity	0.7588	NPC210478
Intermediate Similarity	0.7584	NPC190931
Intermediate Similarity	0.7545	NPC69513
Intermediate Similarity	0.7545	NPC215833
Intermediate Similarity	0.7543	NPC96294
Intermediate Similarity	0.7527	NPC180306
Intermediate Similarity	0.75	NPC48863
Intermediate Similarity	0.75	NPC251981
Intermediate Similarity	0.75	NPC13745
Intermediate Similarity	0.75	NPC106138
Intermediate Similarity	0.75	NPC473323
Intermediate Similarity	0.7486	NPC52740
Intermediate Similarity	0.7472	NPC215060
Intermediate Similarity	0.7472	NPC302610
Intermediate Similarity	0.7472	NPC470264
Intermediate Similarity	0.7472	NPC476352
Intermediate Similarity	0.7471	NPC475096
Intermediate Similarity	0.746	NPC474607
Intermediate Similarity	0.7459	NPC474953
Intermediate Similarity	0.7458	NPC114740
Intermediate Similarity	0.7443	NPC270751
Intermediate Similarity	0.7442	NPC76871
Intermediate Similarity	0.743	NPC53669
Intermediate Similarity	0.743	NPC16791
Intermediate Similarity	0.743	NPC297271
Intermediate Similarity	0.743	NPC217708
Intermediate Similarity	0.743	NPC150442
Intermediate Similarity	0.743	NPC308739
Intermediate Similarity	0.743	NPC77237
Intermediate Similarity	0.743	NPC126405
Intermediate Similarity	0.743	NPC24562
Intermediate Similarity	0.7429	NPC99515
Intermediate Similarity	0.7429	NPC190714
Intermediate Similarity	0.7421	NPC474650
Intermediate Similarity	0.7418	NPC173726
Intermediate Similarity	0.7418	NPC241600
Intermediate Similarity	0.7416	NPC224472
Intermediate Similarity	0.7416	NPC213197
Intermediate Similarity	0.7409	NPC470642
Intermediate Similarity	0.7399	NPC60249
Intermediate Similarity	0.7394	NPC1291
Intermediate Similarity	0.7394	NPC115343
Intermediate Similarity	0.7386	NPC227902
Intermediate Similarity	0.7386	NPC41844
Intermediate Similarity	0.7384	NPC123761
Intermediate Similarity	0.7381	NPC299144
Intermediate Similarity	0.7381	NPC162093
Intermediate Similarity	0.738	NPC110374
Intermediate Similarity	0.738	NPC289743
Intermediate Similarity	0.7374	NPC53587
Intermediate Similarity	0.7374	NPC176186
Intermediate Similarity	0.7374	NPC169404
Intermediate Similarity	0.7374	NPC21902
Intermediate Similarity	0.7371	NPC277867
Intermediate Similarity	0.7371	NPC161700
Intermediate Similarity	0.736	NPC469706
Intermediate Similarity	0.736	NPC9933
Intermediate Similarity	0.736	NPC182368
Intermediate Similarity	0.736	NPC260781
Intermediate Similarity	0.736	NPC214326
Intermediate Similarity	0.736	NPC472710
Intermediate Similarity	0.736	NPC469707
Intermediate Similarity	0.736	NPC145979
Intermediate Similarity	0.736	NPC225815
Intermediate Similarity	0.736	NPC218041
Intermediate Similarity	0.736	NPC472709
Intermediate Similarity	0.736	NPC185955
Intermediate Similarity	0.736	NPC477381
Intermediate Similarity	0.7356	NPC97004
Intermediate Similarity	0.7356	NPC161155
Intermediate Similarity	0.7356	NPC136951
Intermediate Similarity	0.7353	NPC470236
Intermediate Similarity	0.7353	NPC55040
Intermediate Similarity	0.7348	NPC476065
Intermediate Similarity	0.7345	NPC175976
Intermediate Similarity	0.734	NPC49353
Intermediate Similarity	0.7337	NPC49074
Intermediate Similarity	0.7333	NPC150670
Intermediate Similarity	0.7333	NPC149735
Intermediate Similarity	0.733	NPC125755
Intermediate Similarity	0.733	NPC199928
Intermediate Similarity	0.7318	NPC477379
Intermediate Similarity	0.7316	NPC475794
Intermediate Similarity	0.7314	NPC473045
Intermediate Similarity	0.7314	NPC25292
Intermediate Similarity	0.7314	NPC297342
Intermediate Similarity	0.7314	NPC97282
Intermediate Similarity	0.731	NPC164857
Intermediate Similarity	0.731	NPC37468
Intermediate Similarity	0.731	NPC104167
Intermediate Similarity	0.7308	NPC69360
Intermediate Similarity	0.7303	NPC206264
Intermediate Similarity	0.7303	NPC313334
Intermediate Similarity	0.7303	NPC212670
Intermediate Similarity	0.7299	NPC5262
Intermediate Similarity	0.7299	NPC475084
Intermediate Similarity	0.7299	NPC469559
Intermediate Similarity	0.7299	NPC472714
Intermediate Similarity	0.7299	NPC189115
Intermediate Similarity	0.7297	NPC198741
Intermediate Similarity	0.7294	NPC107478
Intermediate Similarity	0.7293	NPC198461
Intermediate Similarity	0.7293	NPC473425
Intermediate Similarity	0.7293	NPC312763
Intermediate Similarity	0.7288	NPC39657
Intermediate Similarity	0.7288	NPC295297
Intermediate Similarity	0.7277	NPC475768
Intermediate Similarity	0.7273	NPC85624
Intermediate Similarity	0.7268	NPC475592
Intermediate Similarity	0.7268	NPC4304
Intermediate Similarity	0.7267	NPC36434
Intermediate Similarity	0.7263	NPC241636
Intermediate Similarity	0.7262	NPC80600
Intermediate Similarity	0.7262	NPC472024
Intermediate Similarity	0.7257	NPC37793
Intermediate Similarity	0.7257	NPC473044
Intermediate Similarity	0.7247	NPC130449
Intermediate Similarity	0.7247	NPC477375
Intermediate Similarity	0.7247	NPC478237
Intermediate Similarity	0.7247	NPC325720
Intermediate Similarity	0.7247	NPC248132
Intermediate Similarity	0.7247	NPC198129
Intermediate Similarity	0.7247	NPC327352
Intermediate Similarity	0.7247	NPC316676
Intermediate Similarity	0.7247	NPC252281
Intermediate Similarity	0.7241	NPC469661
Intermediate Similarity	0.7234	NPC477115
Intermediate Similarity	0.7232	NPC205361
Intermediate Similarity	0.7228	NPC230531
Intermediate Similarity	0.7228	NPC215400
Intermediate Similarity	0.7225	NPC244554
Intermediate Similarity	0.7225	NPC298821
Intermediate Similarity	0.7225	NPC146803
Intermediate Similarity	0.7225	NPC100389
Intermediate Similarity	0.7222	NPC471073
Intermediate Similarity	0.7222	NPC270811
Intermediate Similarity	0.7219	NPC222531
Intermediate Similarity	0.7219	NPC83198
Intermediate Similarity	0.7219	NPC204908
Intermediate Similarity	0.7216	NPC472713
Intermediate Similarity	0.7216	NPC232228
Intermediate Similarity	0.7216	NPC473046
Intermediate Similarity	0.7216	NPC79429
Intermediate Similarity	0.7216	NPC292443
Intermediate Similarity	0.7216	NPC469313
Intermediate Similarity	0.7216	NPC138227
Intermediate Similarity	0.7216	NPC168579
Intermediate Similarity	0.7216	NPC471667
Intermediate Similarity	0.7216	NPC76176
Intermediate Similarity	0.7216	NPC217635
Intermediate Similarity	0.7216	NPC118385
Intermediate Similarity	0.7216	NPC187774
Intermediate Similarity	0.7216	NPC472712
Intermediate Similarity	0.7213	NPC29727
Intermediate Similarity	0.7213	NPC284810
Intermediate Similarity	0.7207	NPC474347
Intermediate Similarity	0.7207	NPC474393
Intermediate Similarity	0.7207	NPC35877
Intermediate Similarity	0.7207	NPC477374
Intermediate Similarity	0.7207	NPC322426
Intermediate Similarity	0.7207	NPC286235
Intermediate Similarity	0.7207	NPC55715
Intermediate Similarity	0.7207	NPC95392
Intermediate Similarity	0.7207	NPC477376
Intermediate Similarity	0.7207	NPC51328
Intermediate Similarity	0.7207	NPC55158
Intermediate Similarity	0.7204	NPC329717
Intermediate Similarity	0.7204	NPC148273
Intermediate Similarity	0.7202	NPC270849
Intermediate Similarity	0.7202	NPC26653
Intermediate Similarity	0.72	NPC48309
Intermediate Similarity	0.7196	NPC61791
Intermediate Similarity	0.7196	NPC190783
Intermediate Similarity	0.7196	NPC232386
Intermediate Similarity	0.7196	NPC152680
Intermediate Similarity	0.7193	NPC187194
Intermediate Similarity	0.7193	NPC476411
Intermediate Similarity	0.7191	NPC296377
Intermediate Similarity	0.7191	NPC178129
Intermediate Similarity	0.7191	NPC473480
Intermediate Similarity	0.7191	NPC15577
Intermediate Similarity	0.7191	NPC471764

Drug Structure

NPD6841 OpenBabel08211710072D 44 47 0 0 1 0 0 0 0 0999 V2000 -6.9924 -3.6472 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 -6.0622 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.1903 -2.0828 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3151 -2.9888 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8243 -1.0391 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9952 -3.7219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8215 -0.9644 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 -6.4866 -3.1863 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 -6.4924 -4.5132 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 -5.2610 -1.8653 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5558 -2.8209 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9924 -3.6472 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.3527 -2.6863 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 0.8660 -0.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -7.5017 -1.6974 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -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 3 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -5.4924 -4.5132 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9924 -5.3792 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.1789 -3.2496 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.4573 -1.4027 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.9924 -5.3792 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 12 1 0 0 0 0 2 35 1 0 0 0 0 3 36 1 0 0 0 0 4 39 1 0 0 0 0 5 7 1 0 0 0 0 5 13 1 0 0 0 0 6 8 1 0 0 0 0 6 14 2 0 0 0 0 7 16 1 0 0 0 0 8 20 2 0 0 0 0 9 13 2 0 0 0 0 9 18 1 0 0 0 0 10 15 2 0 0 0 0 10 17 1 0 0 0 0 11 19 1 0 0 0 0 11 29 1 0 0 0 0 12 28 2 3 0 0 0 12 30 1 0 0 0 0 13 21 1 0 0 0 0 14 15 1 0 0 0 0 14 21 1 0 0 0 0 15 16 1 0 0 0 0 16 28 1 6 0 0 0 17 20 1 0 0 0 0 17 31 2 0 0 0 0 18 25 2 0 0 0 0 18 37 1 0 0 0 0 19 22 1 0 0 0 0 19 38 1 0 0 0 0 20 39 1 0 0 0 0 21 26 2 0 0 0 0 22 23 1 0 0 0 0 22 32 1 0 0 0 0 23 24 1 0 0 0 0 23 33 1 0 0 0 0 24 27 1 0 0 0 0 24 34 1 0 0 0 0 25 26 1 0 0 0 0 25 35 1 0 0 0 0 26 36 1 0 0 0 0 27 37 1 0 0 0 0 27 38 1 0 0 0 0 29 40 1 0 0 0 0 30 41 1 0 0 0 0 32 42 1 0 0 0 0 33 43 1 0 0 0 0 34 44 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC013107
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6426824
ChEBI
CAS Number

Drug Properties

Molecular Weight	563.18
ALogP	-1.8828
MLogP	3.11
XLogP	0.293
HDA	8
HBD	5
Rotatable Bonds	16
TPSA	192.8
RO5 Violation	0