NPASS drugs

Drug Information

Drug ID:	NPD8404
Drug Name:	milataxel
Molecular Formula:	C44H55NO16
Canonical SMILES:	CCC(=O)O[C@H]1C[C@H]2OC[C@]2([C@@H]2[C@]1(C)C(=O)[C@H](O)C1=C(C)[C@H](C[C@@]([C@H]2OC(=O)c2ccccc2)(C1(C)C)O)OC(=O)[C@@H]([C@H](c1ccco1)N=C(OC(C)(C)C)O)O)OC(=O)C
Standard InCHI:	"InChI=1S/C44H55NO16/c1-10-29(47)58-27-19-28-43(21-56-28,60-23(3)46)34-36(59-37(51)24-15-12-11-13-16-24)44(54)20-26(22(2)30(41(44,7)8)32(48)35(50)42(27,34)9)57-38(52)33(49)31(25-17-14-18-55-25)45-39(53)61-40(4,5)6/h11-18,26-28,31-34,36,48-49,54H,10,19-21H2,1-9H3,(H,45,53)/t26-,27-,28+,31-,32+,33+,34-,36-,42+,43-,44+/m0/s1"
Standard InCHIKey:	XIVMHSNIQAICTR-UQYHODNASA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8404

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	46612
0.1-0.2	158039
0.2-0.3	6671
0.3-0.4	263
0.4-0.5	118
0.5-0.6	31
0.6-0.7	3
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

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
Remote Similarity	0.6637	NPC478328
Remote Similarity	0.6491	NPC102167
Remote Similarity	0.6491	NPC488127
Remote Similarity	0.5968	NPC32519
Remote Similarity	0.5968	NPC289383
Remote Similarity	0.5827	NPC289155
Remote Similarity	0.5827	NPC479186
Remote Similarity	0.575	NPC473558
Remote Similarity	0.5736	NPC472375
Remote Similarity	0.5669	NPC472392
Remote Similarity	0.5667	NPC200927
Remote Similarity	0.5667	NPC14752
Remote Similarity	0.5667	NPC321072
Remote Similarity	0.5667	NPC215892
Remote Similarity	0.5667	NPC242662
Remote Similarity	0.562	NPC49524
Remote Similarity	0.562	NPC471623
Remote Similarity	0.562	NPC453583
Remote Similarity	0.562	NPC179899
Remote Similarity	0.5574	NPC471754
Remote Similarity	0.5574	NPC479183
Remote Similarity	0.5574	NPC298358
Remote Similarity	0.5574	NPC479181
Remote Similarity	0.5537	NPC599799
Remote Similarity	0.5455	NPC473300
Remote Similarity	0.5405	NPC79477
Remote Similarity	0.5405	NPC595336
Remote Similarity	0.5372	NPC327675
Remote Similarity	0.5366	NPC317882
Remote Similarity	0.5328	NPC327024
Remote Similarity	0.5315	NPC119099
Remote Similarity	0.5315	NPC587832
Remote Similarity	0.5217	NPC5681
Remote Similarity	0.504	NPC473490

Drug Structure

NPD8404 OpenBabel08211713022D 65 70 0 0 1 0 0 0 0 0999 V2000 -0.7866 -2.2706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0398 0.5446 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5792 3.9163 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0917 -3.7442 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6383 -4.3462 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5832 -2.5575 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4358 3.0736 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5353 3.1922 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2256 0.8391 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5731 -2.7247 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0994 3.0004 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7518 2.1613 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5465 3.7209 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8312 -3.4733 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8514 2.0427 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6460 3.6024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6657 -2.5802 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7317 -3.5918 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7866 -1.3624 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0753 1.3744 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9082 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4097 1.1987 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0494 2.1617 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2984 2.7633 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4639 -2.1468 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7002 0.9652 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.5731 -0.9082 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 -0.9082 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.3597 -2.2706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6695 1.8989 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5824 -1.2464 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.9045 1.0216 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.8619 -0.6935 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.7866 0.4541 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.4504 0.2351 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5515 1.3314 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.3980 2.6447 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0228 -1.0410 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1421 -1.4517 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7441 -2.9051 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8829 2.3531 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5731 -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 -1.0056 2.1180 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.4215 -0.8988 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.9267 1.9267 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.1462 -2.7247 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.8050 0.9031 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.9804 0.2070 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0033 -0.4855 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.8451 3.3653 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.9042 -1.9415 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9812 -1.1041 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.6826 2.9668 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1227 -2.7720 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9082 -0.9082 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5817 0.0648 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.3597 -1.3624 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0504 1.8056 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2351 0.8773 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0236 -2.3522 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3579 1.6236 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.8195 0.5546 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.7018 -1.6570 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.2561 3.6710 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 0 0 0 0 2 22 1 0 0 0 0 3 23 1 0 0 0 0 4 40 1 0 0 0 0 5 40 1 0 0 0 0 6 40 1 0 0 0 0 7 41 1 0 0 0 0 8 41 1 0 0 0 0 10 29 1 0 0 0 0 11 12 2 0 0 0 0 11 13 1 0 0 0 0 12 15 1 0 0 0 0 13 16 2 0 0 0 0 14 17 1 0 0 0 0 14 18 2 0 0 0 0 15 24 2 0 0 0 0 16 24 1 0 0 0 0 17 25 2 0 0 0 0 18 55 1 0 0 0 0 19 27 1 0 0 0 0 19 28 1 0 0 0 0 20 26 1 0 0 0 0 20 44 1 0 0 0 0 21 43 1 0 0 0 0 21 56 1 0 0 0 0 22 26 1 0 0 0 0 22 30 2 0 0 0 0 23 46 2 0 0 0 0 23 60 1 0 0 0 0 24 37 1 0 0 0 0 25 31 1 0 0 0 0 25 55 1 0 0 0 0 26 57 1 6 0 0 0 27 42 1 6 0 0 0 27 58 1 0 0 0 0 28 43 1 6 0 0 0 28 56 1 0 0 0 0 29 47 2 0 0 0 0 29 58 1 0 0 0 0 30 32 1 0 0 0 0 30 41 1 0 0 0 0 31 33 1 0 0 0 0 31 45 1 6 0 0 0 32 35 1 0 0 0 0 32 48 1 6 0 0 0 33 38 1 1 0 0 0 33 49 1 0 0 0 0 34 36 1 0 0 0 0 34 42 1 6 0 0 0 34 43 1 0 0 0 0 35 42 1 0 0 0 0 35 50 2 0 0 0 0 36 44 1 1 0 0 0 36 59 1 0 0 0 0 37 51 2 0 0 0 0 37 59 1 0 0 0 0 38 52 2 0 0 0 0 38 57 1 0 0 0 0 39 45 2 3 0 0 0 39 53 1 0 0 0 0 39 61 1 0 0 0 0 40 61 1 0 0 0 0 41 44 1 0 0 0 0 42 9 1 6 0 0 0 43 60 1 1 0 0 0 44 54 1 1 0 0 0 48 62 1 0 0 0 0 49 63 1 0 0 0 0 53 64 1 0 0 0 0 54 65 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB011595
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	0
ChEBI
CAS Number

Drug Properties

Molecular Weight	853.35
ALogP	-0.1167
MLogP	4.43
XLogP	4.017
HDA	16
HBD	4
Rotatable Bonds	29
TPSA	247.15
RO5 Violation	2