NPASS drugs

Drug Information

Drug ID:	NPD8407
Drug Name:	Ortataxel
Molecular Formula:	C44H57NO17
Canonical SMILES:	CC(C[C@@H]([C@H](C(=O)O[C@@H]1C(=C2[C@@H](OC(=O)C)C(=O)[C@]3([C@H]([C@@H]([C@]4([C@H]1OC(=O)O4)C2(C)C)OC(=O)c1ccccc1)[C@@]1(CO[C@@H]1C[C@@H]3O)OC(=O)C)C)C)O)N=C(OC(C)(C)C)O)C
Standard InCHI:	"InChI=1S/C44H57NO17/c1-20(2)17-25(45-38(53)61-40(6,7)8)29(49)37(52)57-30-21(3)28-31(56-22(4)46)33(50)42(11)26(48)18-27-43(19-55-27,60-23(5)47)32(42)35(58-36(51)24-15-13-12-14-16-24)44(41(28,9)10)34(30)59-39(54)62-44/h12-16,20,25-27,29-32,34-35,48-49H,17-19H2,1-11H3,(H,45,53)/t25-,26-,27+,29+,30+,31+,32-,34-,35-,42+,43-,44+/m0/s1"
Standard InCHIKey:	BWKDAMBGCPRVPI-ZQRPHVBESA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD8407

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	62401
0.1-0.2	144483
0.2-0.3	4498
0.3-0.4	242
0.4-0.5	86
0.5-0.6	28
0.6-0.7	0
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	0.5565	NPC471623
Remote Similarity	0.5254	NPC324251
Remote Similarity	0.5254	NPC206211
Remote Similarity	0.5238	NPC155329
Remote Similarity	0.5238	NPC114357
Remote Similarity	0.5238	NPC25820
Remote Similarity	0.5143	NPC271285
Remote Similarity	0.5126	NPC33372
Remote Similarity	0.5126	NPC52912
Remote Similarity	0.5126	NPC67246
Remote Similarity	0.5124	NPC275170
Remote Similarity	0.5094	NPC582276
Remote Similarity	0.5089	NPC34333
Remote Similarity	0.5089	NPC579874
Remote Similarity	0.5089	NPC603140
Remote Similarity	0.5083	NPC487360
Remote Similarity	0.5083	NPC479182
Remote Similarity	0.5083	NPC479180
Remote Similarity	0.5083	NPC215025
Remote Similarity	0.5083	NPC471629
Remote Similarity	0.5083	NPC306001
Remote Similarity	0.5044	NPC204918
Remote Similarity	0.5044	NPC566653
Remote Similarity	0.5043	NPC537050
Remote Similarity	0.5042	NPC208553
Remote Similarity	0.5042	NPC181964
Remote Similarity	0.5042	NPC184289
Remote Similarity	0.5042	NPC307628

Drug Structure

NPD8407 OpenBabel08211713022D 65 70 0 0 1 0 0 0 0 0999 V2000 -1.5686 -5.8085 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9751 -4.3755 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9972 0.5370 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1848 1.4840 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8029 2.9965 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.4207 -3.8692 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0780 -3.0418 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4159 -4.6402 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4017 3.0306 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5139 3.1475 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2084 0.8274 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2165 1.4205 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6713 2.1310 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8738 0.5932 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7835 2.0141 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9859 0.4763 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3403 -4.2352 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7756 -1.3433 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8955 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6855 -4.9207 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3759 1.1819 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2969 1.6009 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0347 2.1315 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4407 1.1868 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4572 -3.3474 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.5511 -0.8955 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 -0.8955 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.6321 1.8724 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7467 -2.8022 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.6764 0.9517 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.8639 1.0073 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.7756 0.4478 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.4161 0.2318 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0603 1.3551 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.5438 1.3128 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.5529 1.0699 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9805 -1.0265 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9950 -3.5498 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1024 1.6159 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5328 -3.7523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8566 2.3201 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5511 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 -0.9915 2.0883 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.2845 -3.0047 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.9542 2.4283 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.8997 1.8997 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.1022 -1.7911 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.9193 -3.1449 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.9613 -0.4787 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.2102 0.2425 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.8078 -0.6838 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.8781 -4.4377 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9940 1.5323 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8955 -0.8955 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.7518 0.8904 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5595 0.0639 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0077 1.7803 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3842 1.0632 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2318 0.8650 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.8224 -3.2071 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2730 2.2495 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.8778 -1.3433 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.8024 -4.0328 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.5886 -4.9829 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 20 1 0 0 0 0 2 20 1 0 0 0 0 3 21 1 0 0 0 0 4 22 1 0 0 0 0 5 23 1 0 0 0 0 6 40 1 0 0 0 0 7 40 1 0 0 0 0 8 40 1 0 0 0 0 9 41 1 0 0 0 0 10 41 1 0 0 0 0 12 13 2 0 0 0 0 12 14 1 0 0 0 0 13 15 1 0 0 0 0 14 16 2 0 0 0 0 15 24 2 0 0 0 0 16 24 1 0 0 0 0 17 20 1 0 0 0 0 18 26 1 0 0 0 0 18 27 1 0 0 0 0 19 43 1 0 0 0 0 19 55 1 0 0 0 0 21 28 2 0 0 0 0 21 30 1 0 0 0 0 22 46 2 0 0 0 0 22 56 1 0 0 0 0 23 47 2 0 0 0 0 23 60 1 0 0 0 0 24 36 1 0 0 0 0 25 17 1 6 0 0 0 25 29 1 0 0 0 0 25 45 1 0 0 0 0 26 42 1 6 0 0 0 26 48 1 0 0 0 0 27 43 1 6 0 0 0 27 55 1 0 0 0 0 28 31 1 0 0 0 0 28 41 1 0 0 0 0 29 37 1 6 0 0 0 29 49 1 0 0 0 0 30 34 1 0 0 0 0 30 57 1 6 0 0 0 31 33 1 0 0 0 0 31 56 1 6 0 0 0 32 35 1 0 0 0 0 32 42 1 6 0 0 0 32 43 1 0 0 0 0 33 42 1 0 0 0 0 33 50 2 0 0 0 0 34 44 1 1 0 0 0 34 59 1 0 0 0 0 35 44 1 1 0 0 0 35 58 1 0 0 0 0 36 51 2 0 0 0 0 36 58 1 0 0 0 0 37 52 2 0 0 0 0 37 57 1 0 0 0 0 38 45 2 3 0 0 0 38 53 1 0 0 0 0 38 61 1 0 0 0 0 39 54 2 0 0 0 0 39 59 1 0 0 0 0 39 62 1 0 0 0 0 40 61 1 0 0 0 0 41 44 1 0 0 0 0 42 11 1 6 0 0 0 43 60 1 1 0 0 0 44 62 1 1 0 0 0 48 63 1 0 0 0 0 49 64 1 0 0 0 0 53 65 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000584; DPR000050
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6918412
ChEBI
CAS Number

Drug Properties

Molecular Weight	871.36
ALogP	1.4037
MLogP	4.32
XLogP	4.691
HDA	18
HBD	3
Rotatable Bonds	30
TPSA	249.31
RO5 Violation	2