NPASS drugs

Drug Information

Drug ID:	NPD8166
Drug Name:	50-235
Molecular Formula:	C39H52O7
Canonical SMILES:	O=C(OC[C@@]12CC[C@@]3([C@H](C1=CC[C@H]1[C@@]2(C)CC[C@@H]2[C@]1(C)CCC(=O)C2(C)C)CC(CC3)(C)C)C(=O)O)/C=C/c1ccc(c(c1)O)O
Standard InCHI:	InChI=1S/C39H52O7/c1-34(2)17-18-38(33(44)45)19-20-39(23-46-32(43)12-8-24-7-10-27(40)28(41)21-24)25(26(38)22-34)9-11-30-36(5)15-14-31(42)35(3,4)29(36)13-16-37(30,39)6/h7-10,12,21,26,29-30,40-41H,11,13-20,22-23H2,1-6H3,(H,44,45)/b12-8+/t26-,29-,30+,36-,37+,38-,39-/m0/s1
Standard InCHIKey:	RHAKBYCTYSBWIE-QWZNMBRFSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8166

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	1002
0.2-0.3	1708
0.3-0.4	3372
0.4-0.5	6503
0.5-0.6	6443
0.6-0.7	8636
0.7-0.8	2771
0.8-0.85	157
0.85-0.9	48
0.9-0.95	25
0.95-1	5

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	0.9779	NPC477873
High Similarity	0.9779	NPC469447
High Similarity	0.9701	NPC471152
High Similarity	0.9638	NPC53520
High Similarity	0.9552	NPC43353
High Similarity	0.9429	NPC8102
High Similarity	0.9429	NPC66894
High Similarity	0.9348	NPC27518
High Similarity	0.9348	NPC304110
High Similarity	0.9343	NPC182249
High Similarity	0.9275	NPC473591
High Similarity	0.9275	NPC271494
High Similarity	0.9275	NPC155192
High Similarity	0.9265	NPC477874
High Similarity	0.9265	NPC173569
High Similarity	0.9236	NPC473680
High Similarity	0.9236	NPC473579
High Similarity	0.9236	NPC475454
High Similarity	0.9236	NPC475311
High Similarity	0.9236	NPC118033
High Similarity	0.9197	NPC249817
High Similarity	0.9172	NPC473773
High Similarity	0.9172	NPC475579
High Similarity	0.9149	NPC25491
High Similarity	0.913	NPC216940
High Similarity	0.913	NPC475482
High Similarity	0.913	NPC22676
High Similarity	0.913	NPC198621
High Similarity	0.9071	NPC473612
High Similarity	0.9007	NPC35212
High Similarity	0.898	NPC105942
High Similarity	0.898	NPC205392
High Similarity	0.8978	NPC475457
High Similarity	0.8978	NPC18982
High Similarity	0.8978	NPC475346
High Similarity	0.8978	NPC475627
High Similarity	0.8951	NPC307205
High Similarity	0.8944	NPC235557
High Similarity	0.8944	NPC252133
High Similarity	0.8944	NPC310621
High Similarity	0.8936	NPC470035
High Similarity	0.8936	NPC172311
High Similarity	0.8929	NPC234548
High Similarity	0.8929	NPC248287
High Similarity	0.8881	NPC26045
High Similarity	0.8841	NPC476282
High Similarity	0.8824	NPC86257
High Similarity	0.8806	NPC137416
High Similarity	0.8803	NPC472801
High Similarity	0.8696	NPC243305
High Similarity	0.8681	NPC184935
High Similarity	0.8662	NPC116742
High Similarity	0.8662	NPC139243
High Similarity	0.8649	NPC327962
High Similarity	0.8601	NPC470616
High Similarity	0.8601	NPC471875
High Similarity	0.8601	NPC470617
High Similarity	0.8581	NPC46549
High Similarity	0.8581	NPC264229
High Similarity	0.8571	NPC266365
High Similarity	0.8562	NPC235195
High Similarity	0.8562	NPC280717
High Similarity	0.8562	NPC19862
High Similarity	0.8562	NPC271607
High Similarity	0.8551	NPC30174
High Similarity	0.8531	NPC469681
High Similarity	0.8531	NPC469680
High Similarity	0.8531	NPC76032
High Similarity	0.8531	NPC132723
High Similarity	0.8531	NPC471974
High Similarity	0.8523	NPC145527
High Similarity	0.8523	NPC470618
High Similarity	0.8523	NPC208785
High Similarity	0.8523	NPC470619
High Similarity	0.8514	NPC477483
High Similarity	0.8514	NPC325032
High Similarity	0.8511	NPC11266
High Similarity	0.8503	NPC470038
Intermediate Similarity	0.8483	NPC472410
Intermediate Similarity	0.8477	NPC475216
Intermediate Similarity	0.8477	NPC266084
Intermediate Similarity	0.8477	NPC473544
Intermediate Similarity	0.8477	NPC475145
Intermediate Similarity	0.8477	NPC83663
Intermediate Similarity	0.8477	NPC475162
Intermediate Similarity	0.8477	NPC475595
Intermediate Similarity	0.8456	NPC10154
Intermediate Similarity	0.8456	NPC265413
Intermediate Similarity	0.8451	NPC103082
Intermediate Similarity	0.8451	NPC472804
Intermediate Similarity	0.8392	NPC7464
Intermediate Similarity	0.8389	NPC32017
Intermediate Similarity	0.8389	NPC96930
Intermediate Similarity	0.838	NPC194970
Intermediate Similarity	0.8378	NPC258856
Intermediate Similarity	0.8378	NPC75295
Intermediate Similarity	0.8366	NPC472807
Intermediate Similarity	0.8354	NPC200726
Intermediate Similarity	0.8344	NPC470037
Intermediate Similarity	0.8333	NPC171007
Intermediate Similarity	0.8333	NPC49911
Intermediate Similarity	0.8333	NPC292206
Intermediate Similarity	0.8333	NPC273358
Intermediate Similarity	0.8333	NPC279442
Intermediate Similarity	0.8333	NPC277559
Intermediate Similarity	0.8333	NPC298647
Intermediate Similarity	0.8333	NPC190849
Intermediate Similarity	0.8322	NPC472937
Intermediate Similarity	0.8322	NPC472936
Intermediate Similarity	0.8322	NPC273798
Intermediate Similarity	0.8322	NPC472938
Intermediate Similarity	0.8321	NPC474532
Intermediate Similarity	0.8312	NPC471968
Intermediate Similarity	0.8311	NPC145301
Intermediate Similarity	0.8311	NPC294679
Intermediate Similarity	0.8311	NPC144247
Intermediate Similarity	0.8311	NPC8493
Intermediate Similarity	0.8311	NPC469375
Intermediate Similarity	0.8302	NPC177362
Intermediate Similarity	0.8299	NPC471972
Intermediate Similarity	0.8299	NPC471971
Intermediate Similarity	0.8299	NPC469855
Intermediate Similarity	0.8299	NPC30846
Intermediate Similarity	0.8288	NPC29599
Intermediate Similarity	0.8286	NPC470747
Intermediate Similarity	0.8276	NPC469857
Intermediate Similarity	0.8276	NPC473779
Intermediate Similarity	0.8276	NPC114333
Intermediate Similarity	0.8276	NPC5014
Intermediate Similarity	0.8276	NPC46242
Intermediate Similarity	0.8276	NPC165191
Intermediate Similarity	0.8276	NPC157284
Intermediate Similarity	0.8276	NPC297797
Intermediate Similarity	0.8276	NPC91887
Intermediate Similarity	0.8276	NPC473479
Intermediate Similarity	0.8276	NPC477849
Intermediate Similarity	0.8276	NPC28592
Intermediate Similarity	0.8276	NPC245760
Intermediate Similarity	0.8276	NPC289358
Intermediate Similarity	0.8276	NPC42384
Intermediate Similarity	0.8276	NPC50615
Intermediate Similarity	0.8276	NPC51531
Intermediate Similarity	0.8276	NPC23667
Intermediate Similarity	0.8276	NPC149773
Intermediate Similarity	0.8264	NPC476699
Intermediate Similarity	0.8261	NPC32723
Intermediate Similarity	0.8261	NPC295941
Intermediate Similarity	0.8261	NPC469777
Intermediate Similarity	0.8261	NPC135334
Intermediate Similarity	0.8261	NPC469774
Intermediate Similarity	0.8261	NPC469773
Intermediate Similarity	0.8261	NPC469772
Intermediate Similarity	0.8261	NPC469776
Intermediate Similarity	0.8261	NPC100925
Intermediate Similarity	0.8261	NPC469775
Intermediate Similarity	0.8261	NPC469778
Intermediate Similarity	0.8252	NPC471913
Intermediate Similarity	0.825	NPC202428
Intermediate Similarity	0.825	NPC266545
Intermediate Similarity	0.8243	NPC199936
Intermediate Similarity	0.8219	NPC294330
Intermediate Similarity	0.8219	NPC110699
Intermediate Similarity	0.8219	NPC106055
Intermediate Similarity	0.8212	NPC473719
Intermediate Similarity	0.8212	NPC132810
Intermediate Similarity	0.8209	NPC203124
Intermediate Similarity	0.8205	NPC471750
Intermediate Similarity	0.82	NPC471970
Intermediate Similarity	0.8199	NPC472803
Intermediate Similarity	0.8194	NPC279463
Intermediate Similarity	0.8188	NPC469854
Intermediate Similarity	0.8188	NPC15127
Intermediate Similarity	0.8188	NPC288945
Intermediate Similarity	0.8188	NPC469856
Intermediate Similarity	0.8182	NPC305710
Intermediate Similarity	0.8163	NPC78987
Intermediate Similarity	0.8163	NPC473527
Intermediate Similarity	0.8163	NPC82336
Intermediate Similarity	0.8162	NPC470849
Intermediate Similarity	0.8162	NPC470848
Intermediate Similarity	0.8158	NPC472939
Intermediate Similarity	0.8158	NPC237441
Intermediate Similarity	0.8156	NPC131684
Intermediate Similarity	0.8148	NPC42657
Intermediate Similarity	0.8148	NPC141791
Intermediate Similarity	0.8148	NPC263386
Intermediate Similarity	0.8146	NPC10842
Intermediate Similarity	0.8138	NPC90431
Intermediate Similarity	0.8137	NPC471870
Intermediate Similarity	0.8125	NPC471110
Intermediate Similarity	0.8121	NPC209085
Intermediate Similarity	0.8121	NPC477207
Intermediate Similarity	0.8121	NPC224884
Intermediate Similarity	0.8092	NPC477206
Intermediate Similarity	0.8079	NPC474991
Intermediate Similarity	0.8074	NPC309434
Intermediate Similarity	0.8069	NPC252343
Intermediate Similarity	0.8065	NPC62051
Intermediate Similarity	0.8056	NPC475468
Intermediate Similarity	0.8056	NPC155209

Drug Structure

NPD8166 OpenBabel08211713002D 49 54 0 0 1 0 0 0 0 0999 V2000 2.6489 -2.6913 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5724 -3.9189 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4909 4.7776 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9818 3.9273 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7006 1.9636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8503 0.4909 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8022 0.9818 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1017 0.9818 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7006 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6525 0.4909 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7006 0.9818 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2514 0.4909 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8503 2.4545 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7006 3.9273 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7006 2.9455 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8503 1.4727 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8503 -3.4364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.9455 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8503 -1.4727 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8503 -0.4909 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9520 -0.4909 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7006 -1.9636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7006 0.9818 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9520 0.4909 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8503 -0.4909 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8503 -1.4727 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.6525 -0.4909 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8022 -0.9818 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.9455 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8503 1.4727 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8503 4.4182 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4011 0.9818 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8503 -2.4545 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7006 -2.9455 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.9273 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8503 2.4545 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 0.9818 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 -1.9636 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -8.5028 -0.9818 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.8022 -1.9636 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8503 5.4000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4011 1.9636 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7006 -1.9636 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8503 -3.4364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5508 0.4909 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.5028 -1.9636 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.9520 -2.4545 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.9273 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 34 1 0 0 0 0 2 34 1 0 0 0 0 3 35 1 0 0 0 0 4 35 1 0 0 0 0 6 37 1 0 0 0 0 7 10 2 0 0 0 0 7 24 1 0 0 0 0 8 12 2 0 0 0 0 8 24 1 0 0 0 0 9 11 1 0 0 0 0 9 25 2 0 0 0 0 10 27 1 0 0 0 0 11 30 1 0 0 0 0 12 32 1 0 0 0 0 13 16 1 0 0 0 0 13 29 1 0 0 0 0 14 15 1 0 0 0 0 14 31 1 0 0 0 0 15 36 1 0 0 0 0 16 37 1 0 0 0 0 17 18 1 0 0 0 0 17 34 1 0 0 0 0 18 38 1 0 0 0 0 19 20 1 0 0 0 0 19 38 1 0 0 0 0 20 39 1 0 0 0 0 21 24 2 0 0 0 0 21 28 1 0 0 0 0 22 26 1 0 0 0 0 22 34 1 0 0 0 0 23 46 1 0 0 0 0 25 26 1 0 0 0 0 25 39 1 0 0 0 0 26 38 1 6 0 0 0 27 28 2 0 0 0 0 27 40 1 0 0 0 0 28 41 1 0 0 0 0 29 35 1 0 0 0 0 29 36 1 1 0 0 0 30 36 1 1 0 0 0 30 37 1 0 0 0 0 31 35 1 0 0 0 0 31 42 2 0 0 0 0 32 43 2 0 0 0 0 32 46 1 0 0 0 0 33 44 2 0 0 0 0 33 45 1 0 0 0 0 36 5 1 1 0 0 0 37 39 1 6 0 0 0 38 33 1 1 0 0 0 39 23 1 6 0 0 0 40 47 1 0 0 0 0 41 48 1 0 0 0 0 45 49 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004469
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	632.37
ALogP	1.4185
MLogP	4.98
XLogP	8.219
HDA	5
HBD	3
Rotatable Bonds	15
TPSA	121.13
RO5 Violation	1