NPASS drugs

Drug Information

Drug ID:	NPD8368
Drug Name:	BMS-275183
Molecular Formula:	C43H59NO16
Canonical SMILES:	COC(=O)O[C@@]12CO[C@@H]1C[C@@H]([C@@]1([C@@H]2[C@H](OC(=O)c2ccccc2)[C@]2(O)C[C@H](OC(=O)[C@@H]([C@H](C(C)(C)C)N=C(OC(C)(C)C)O)O)C(=C(C2(C)C)[C@H](C1=O)OC(=O)C)C)C)O
Standard InCHI:	InChI=1S/C43H59NO16/c1-21-24(57-35(50)28(47)31(38(3,4)5)44-36(51)59-39(6,7)8)19-43(53)33(58-34(49)23-16-14-13-15-17-23)30-41(11,32(48)29(56-22(2)45)27(21)40(43,9)10)25(46)18-26-42(30,20-55-26)60-37(52)54-12/h13-17,24-26,28-31,33,46-47,53H,18-20H2,1-12H3,(H,44,51)/t24-,25-,26+,28+,29+,30-,31+,33-,41+,42-,43+/m0/s1
Standard InCHIKey:	AHXICHPPXIGCBN-GPWPDEGDSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8368

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	778
0.2-0.3	1878
0.3-0.4	3861
0.4-0.5	7786
0.5-0.6	9244
0.6-0.7	6483
0.7-0.8	560
0.8-0.85	80
0.85-0.9	31
0.9-0.95	10
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

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Search:

Similarity Level	Similarity Score	Natural Product ID
High Similarity	0.9353	NPC471623
High Similarity	0.9075	NPC324251
High Similarity	0.9075	NPC206211
High Similarity	0.9075	NPC471629
High Similarity	0.9075	NPC306001
High Similarity	0.9075	NPC275170
High Similarity	0.9075	NPC473400
High Similarity	0.9045	NPC472391
High Similarity	0.9023	NPC33372
High Similarity	0.9023	NPC67246

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Drug Structure

NPD8368 OpenBabel08211713012D 64 68 0 0 1 0 0 0 0 0999 V2000 -3.0729 -0.5505 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3156 -1.5215 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8638 3.0185 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4228 2.2901 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6642 2.5216 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1689 3.7850 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6997 4.3935 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6658 2.5854 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4623 -3.1071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5521 -3.2269 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2389 -0.8482 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0637 -3.3098 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1658 -3.0330 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8144 -2.1848 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6069 -3.7614 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9042 -2.0650 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6966 -3.6416 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7951 1.3772 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0871 -1.3893 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9181 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4359 -1.2118 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4054 -1.6413 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3452 -2.7934 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7187 -0.9758 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.5903 0.9181 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 0.9181 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.6985 -1.9196 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9039 0.7010 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.9362 -1.0328 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.7951 -0.4591 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.6323 1.2599 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.4771 -0.2376 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5575 -1.3459 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.4350 -2.6735 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0557 1.0524 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2090 1.4675 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0608 -2.1853 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5125 2.1702 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8175 2.9367 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9034 -2.3787 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5903 0.0000 0.0000 C 0 0 1 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 -1.0166 -2.1410 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.4806 0.9086 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.0540 -2.4896 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.3854 1.3772 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.0238 -0.2093 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0360 0.4908 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.8760 -3.4019 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.9358 1.9626 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.0572 1.1162 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9477 -1.9477 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.6900 -2.9991 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8232 -3.0721 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9181 0.9181 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.8464 -0.9129 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5989 -0.0655 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0836 -1.8253 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0891 2.3778 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2376 -0.8868 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.3854 2.2953 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.8720 -0.5606 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.7856 1.6751 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.2698 -3.7110 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 22 1 0 0 0 0 3 38 1 0 0 0 0 4 38 1 0 0 0 0 5 38 1 0 0 0 0 6 39 1 0 0 0 0 7 39 1 0 0 0 0 8 39 1 0 0 0 0 9 40 1 0 0 0 0 10 40 1 0 0 0 0 12 54 1 0 0 0 0 13 14 2 0 0 0 0 13 15 1 0 0 0 0 14 16 1 0 0 0 0 15 17 2 0 0 0 0 16 23 2 0 0 0 0 17 23 1 0 0 0 0 18 25 1 0 0 0 0 18 26 1 0 0 0 0 19 24 1 0 0 0 0 19 43 1 0 0 0 0 20 42 1 0 0 0 0 20 55 1 0 0 0 0 21 24 1 0 0 0 0 21 27 2 0 0 0 0 22 45 2 0 0 0 0 22 56 1 0 0 0 0 23 34 1 0 0 0 0 24 57 1 1 0 0 0 25 41 1 1 0 0 0 25 46 1 0 0 0 0 26 42 1 1 0 0 0 26 55 1 0 0 0 0 27 29 1 0 0 0 0 27 40 1 0 0 0 0 28 31 1 0 0 0 0 28 35 1 6 0 0 0 28 47 1 0 0 0 0 29 32 1 0 0 0 0 29 56 1 1 0 0 0 30 33 1 0 0 0 0 30 41 1 1 0 0 0 30 42 1 0 0 0 0 31 38 1 0 0 0 0 31 44 1 1 0 0 0 32 41 1 0 0 0 0 32 48 2 0 0 0 0 33 43 1 6 0 0 0 33 58 1 0 0 0 0 34 49 2 0 0 0 0 34 58 1 0 0 0 0 35 50 2 0 0 0 0 35 57 1 0 0 0 0 36 44 2 3 0 0 0 36 51 1 0 0 0 0 36 59 1 0 0 0 0 37 52 2 0 0 0 0 37 54 1 0 0 0 0 37 60 1 0 0 0 0 39 59 1 0 0 0 0 40 43 1 0 0 0 0 41 11 1 1 0 0 0 42 60 1 6 0 0 0 43 53 1 6 0 0 0 46 61 1 0 0 0 0 47 62 1 0 0 0 0 51 63 1 0 0 0 0 53 64 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB011554
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	845.38
ALogP	2.1606
MLogP	4.32
XLogP	4.097
HDA	17
HBD	4
Rotatable Bonds	32
TPSA	243.24
RO5 Violation	2