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 is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	40954
0.1-0.2	156237
0.2-0.3	12854
0.3-0.4	1423
0.4-0.5	218
0.5-0.6	35
0.6-0.7	9
0.7-0.8	4
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	2

Similar Natural Products

High Similarity: Tc>=0.85; Intermediate Similarity: 0.7 <= Tc < 0.85; Remote Similarity: 0.5 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
High Similarity	1.0	NPC538152
High Similarity	1.0	NPC606782
Intermediate Similarity	0.8022	NPC541905
Intermediate Similarity	0.7604	NPC169042
Intermediate Similarity	0.73	NPC53520
Intermediate Similarity	0.7234	NPC262970
Intermediate Similarity	0.7234	NPC523535
Remote Similarity	0.6733	NPC206232
Remote Similarity	0.6733	NPC14515
Remote Similarity	0.6598	NPC180859
Remote Similarity	0.6566	NPC487492
Remote Similarity	0.6429	NPC559545
Remote Similarity	0.6364	NPC198621
Remote Similarity	0.6364	NPC216940
Remote Similarity	0.6238	NPC132126
Remote Similarity	0.602	NPC43353
Remote Similarity	0.598	NPC54627
Remote Similarity	0.598	NPC249817
Remote Similarity	0.5865	NPC475482
Remote Similarity	0.5784	NPC268320
Remote Similarity	0.5632	NPC49818
Remote Similarity	0.5632	NPC599913
Remote Similarity	0.5631	NPC22676
Remote Similarity	0.5596	NPC310729
Remote Similarity	0.5596	NPC150310
Remote Similarity	0.5577	NPC514899
Remote Similarity	0.5524	NPC583207
Remote Similarity	0.5524	NPC605663
Remote Similarity	0.5385	NPC271494
Remote Similarity	0.537	NPC542222
Remote Similarity	0.537	NPC610795
Remote Similarity	0.5321	NPC50988
Remote Similarity	0.5288	NPC475627
Remote Similarity	0.5229	NPC535087
Remote Similarity	0.5204	NPC577958
Remote Similarity	0.5182	NPC479745
Remote Similarity	0.5179	NPC557714
Remote Similarity	0.5179	NPC601567
Remote Similarity	0.5179	NPC606631
Remote Similarity	0.5138	NPC479747
Remote Similarity	0.5138	NPC133149
Remote Similarity	0.5138	NPC479746
Remote Similarity	0.5109	NPC158141
Remote Similarity	0.5109	NPC573162
Remote Similarity	0.5096	NPC312507
Remote Similarity	0.5094	NPC171007
Remote Similarity	0.5094	NPC190849
Remote Similarity	0.5091	NPC475311
Remote Similarity	0.5091	NPC482051
Remote Similarity	0.5047	NPC477873
Remote Similarity	0.5044	NPC70968

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	0
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