NPASS drugs

Drug Information

Drug ID:	NPD8261
Drug Name:	Org-2766
Molecular Formula:	C40H55N9O11S
Canonical SMILES:	NCCCC[C@H](C(=N[C@H](C(=O)O)Cc1ccccc1)O)N=C([C@@H](N=C([C@@H](N=C([C@@H](N=C([C@H](CCS(=O)(=O)C)N)O)CCC(=O)O)O)Cc1[nH]cnc1)O)Cc1ccccc1)O
Standard InCHI:	"InChI=1S/C40H55N9O11S/c1-61(59,60)19-17-28(42)35(52)45-30(15-16-34(50)51)37(54)48-32(22-27-23-43-24-44-27)39(56)47-31(20-25-10-4-2-5-11-25)38(55)46-29(14-8-9-18-41)36(53)49-33(40(57)58)21-26-12-6-3-7-13-26/h2-7,10-13,23-24,28-33H,8-9,14-22,41-42H2,1H3,(H,43,44)(H,45,52)(H,46,55)(H,47,56)(H,48,54)(H,49,53)(H,50,51)(H,57,58)/t28-,29+,30-,31-,32-,33-/m0/s1"
Standard InCHIKey:	QUCFVNGGGFLOES-ACQYNFKHSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8261

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	132038
0.1-0.2	77996
0.2-0.3	1499
0.3-0.4	161
0.4-0.5	39
0.5-0.6	6
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	0.5294	NPC479133
Remote Similarity	0.5252	NPC479135
Remote Similarity	0.5208	NPC479130
Remote Similarity	0.5208	NPC479129
Remote Similarity	0.518	NPC479132
Remote Similarity	0.5109	NPC481270

Drug Structure

NPD8261 OpenBabel08211713002D 73 75 0 0 1 0 0 0 0 0999 V2000 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5000 -6.0622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.5000 4.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0000 -5.1962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5000 -6.0622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.0000 3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5000 4.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5000 -4.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0000 -5.1962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0000 3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0000 -3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0000 -3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9067 -5.2437 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2976 -5.4128 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5000 -4.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 -4.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -1.7321 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 8.5000 -0.8660 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.0000 -1.7321 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 7.5000 -2.5981 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.5000 -2.5981 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 10.5000 0.8660 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0000 1.7321 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.7321 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1636 -5.9128 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.5055 -4.4347 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -2.5981 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 9.0000 -1.7321 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.0000 -1.7321 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 -2.5981 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 10.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 1.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 0.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -3.4641 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.5000 0.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 -0.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.0000 -3.4641 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 -0.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.0000 1.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 2.5981 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -2.5981 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8363 -3.6915 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 1.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.4641 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.0000 1.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.0000 -3.4641 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0000 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 13.0000 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 61 1 0 0 0 0 2 4 2 0 0 0 0 2 5 1 0 0 0 0 3 6 2 0 0 0 0 3 7 1 0 0 0 0 4 10 1 0 0 0 0 5 11 2 0 0 0 0 6 12 1 0 0 0 0 7 13 2 0 0 0 0 8 9 1 0 0 0 0 8 14 1 0 0 0 0 9 18 1 0 0 0 0 10 25 2 0 0 0 0 11 25 1 0 0 0 0 12 26 2 0 0 0 0 13 26 1 0 0 0 0 15 16 1 0 0 0 0 16 34 1 0 0 0 0 17 19 1 0 0 0 0 18 41 1 0 0 0 0 19 61 1 0 0 0 0 20 25 1 0 0 0 0 21 26 1 0 0 0 0 22 27 1 0 0 0 0 23 27 2 0 0 0 0 23 43 1 0 0 0 0 24 43 2 0 0 0 0 24 44 1 0 0 0 0 27 44 1 0 0 0 0 28 17 1 1 0 0 0 28 35 1 0 0 0 0 28 42 1 0 0 0 0 29 14 1 6 0 0 0 29 36 1 0 0 0 0 29 46 1 0 0 0 0 30 15 1 1 0 0 0 30 37 1 0 0 0 0 30 45 1 0 0 0 0 31 20 1 6 0 0 0 31 38 1 0 0 0 0 31 47 1 0 0 0 0 32 22 1 6 0 0 0 32 39 1 0 0 0 0 32 48 1 0 0 0 0 33 21 1 1 0 0 0 33 40 1 0 0 0 0 33 49 1 0 0 0 0 34 50 2 0 0 0 0 34 51 1 0 0 0 0 35 45 2 3 0 0 0 35 52 1 0 0 0 0 36 49 2 3 0 0 0 36 53 1 0 0 0 0 37 48 2 3 0 0 0 37 54 1 0 0 0 0 38 46 2 3 0 0 0 38 55 1 0 0 0 0 39 47 2 3 0 0 0 39 56 1 0 0 0 0 40 57 2 0 0 0 0 40 58 1 0 0 0 0 41 62 1 0 0 0 0 41 63 1 0 0 0 0 42 64 1 0 0 0 0 42 65 1 0 0 0 0 44 66 1 0 0 0 0 51 67 1 0 0 0 0 52 68 1 0 0 0 0 53 69 1 0 0 0 0 54 70 1 0 0 0 0 55 71 1 0 0 0 0 56 72 1 0 0 0 0 58 73 1 0 0 0 0 59 61 2 0 0 0 0 60 61 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB011416
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	0
ChEBI
CAS Number

Drug Properties

Molecular Weight	869.37
ALogP	-5.0749
MLogP	3.55
XLogP	1.886
HDA	20
HBD	10
Rotatable Bonds	37
TPSA	360.79
RO5 Violation	3