NPASS drugs

Drug Information

Drug ID:	NPD8272
Drug Name:	Barusiban
Molecular Formula:	C40H63N9O8S
Canonical SMILES:	NCCC[C@H](N(C(=O)[C@@H]1CCSCCC(=N[C@H](Cc2c[nH]c3c2cccc3)C(=N[C@H](C(=N[C@H](C(=N[C@H](C(=N1)O)CC(=N)O)O)[C@@H](CC)C)O)[C@H](CC)C)O)O)C)CO
Standard InCHI:	InChI=1S/C40H63N9O8S/c1-6-23(3)34-38(55)46-31(20-32(42)51)36(53)45-29(40(57)49(5)26(22-50)11-10-16-41)14-17-58-18-15-33(52)44-30(19-25-21-43-28-13-9-8-12-27(25)28)37(54)47-35(24(4)7-2)39(56)48-34/h8-9,12-13,21,23-24,26,29-31,34-35,43,50H,6-7,10-11,14-20,22,41H2,1-5H3,(H2,42,51)(H,44,52)(H,45,53)(H,46,55)(H,47,54)(H,48,56)/t23-,24+,26+,29+,30-,31+,34+,35+/m1/s1
Standard InCHIKey:	UGNGRKKDUVKQDF-IHOMMZCZSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD8272

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	220
0.1-0.2	1484
0.2-0.3	11955
0.3-0.4	12424
0.4-0.5	1817
0.5-0.6	1658
0.6-0.7	958
0.7-0.8	329
0.8-0.85	27
0.85-0.9	12
0.9-0.95	6
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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Similarity Level	Similarity Score	Natural Product ID
High Similarity	0.9149	NPC155143
High Similarity	0.914	NPC473640
High Similarity	0.9096	NPC475506
High Similarity	0.9021	NPC75726
High Similarity	0.9021	NPC110602
High Similarity	0.9021	NPC31385
High Similarity	0.8989	NPC100321
High Similarity	0.8913	NPC213629
High Similarity	0.8769	NPC107077
High Similarity	0.8769	NPC223791

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Drug Structure

NPD8272 OpenBabel08211713002D 69 71 0 0 1 0 0 0 0 0999 V2000 0.5283 2.5685 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0827 0.2550 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0610 1.3274 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1777 0.7654 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4046 -6.5135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3740 1.5946 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3854 -0.4423 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7938 -3.6577 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1472 -2.7371 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0405 -7.8565 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1618 -7.4088 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8199 -3.8120 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5266 -1.9707 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7217 -5.3417 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9378 -5.9213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0921 -8.8413 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9240 -5.9213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -6.2261 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5939 -3.7603 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1800 -1.2344 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9593 -2.0415 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9373 -5.8870 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1404 0.9740 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.4329 -0.1871 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.2145 -2.9940 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1102 -6.4241 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.1993 -3.0456 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5527 -2.1250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3014 -4.5439 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.6200 -3.6061 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.3014 -1.6821 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.2316 -0.2497 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7356 -5.3417 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9861 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7356 -0.8843 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.6061 -2.6200 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6200 -2.6200 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9240 -0.3047 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9378 -0.3047 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1800 -4.9916 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9707 -9.2890 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1102 0.1980 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.7863 -1.5044 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.3152 -4.5439 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.6061 -3.6061 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.7217 -0.8843 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.3152 -1.6821 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.2316 -5.9764 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.8159 -6.3347 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4046 0.2874 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.4329 -6.0390 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.5801 -2.4657 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.5939 -2.4657 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.8193 1.4525 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.3855 0.5739 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.0070 -4.4545 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9861 -6.2261 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 7.0223 -10.2737 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7977 -8.7519 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.9373 -0.3391 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.8379 -0.5197 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.8675 -7.3194 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5259 -0.1603 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3854 -5.7838 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.9334 -1.5451 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9473 -1.5451 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8041 1.5041 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8485 1.4009 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 6 1 0 0 0 0 2 7 1 0 0 0 0 5 49 1 0 0 0 0 6 23 1 0 0 0 0 7 24 1 0 0 0 0 8 9 2 0 0 0 0 8 12 1 0 0 0 0 9 13 1 0 0 0 0 10 11 1 0 0 0 0 10 16 1 0 0 0 0 12 27 2 0 0 0 0 13 28 2 0 0 0 0 14 17 1 0 0 0 0 14 29 1 0 0 0 0 15 18 1 0 0 0 0 15 33 1 0 0 0 0 16 41 1 0 0 0 0 17 58 1 0 0 0 0 18 58 1 0 0 0 0 19 25 1 0 0 0 0 20 32 1 0 0 0 0 21 25 2 0 0 0 0 21 43 1 0 0 0 0 22 26 1 0 0 0 0 22 50 1 0 0 0 0 23 3 1 1 0 0 0 24 4 1 6 0 0 0 25 27 1 0 0 0 0 26 11 1 6 0 0 0 26 49 1 0 0 0 0 27 28 1 0 0 0 0 28 43 1 0 0 0 0 29 40 1 6 0 0 0 29 45 1 0 0 0 0 30 19 1 6 0 0 0 30 37 1 0 0 0 0 30 44 1 0 0 0 0 31 20 1 1 0 0 0 31 36 1 0 0 0 0 31 46 1 0 0 0 0 32 42 2 0 0 0 0 32 51 1 0 0 0 0 33 44 2 3 0 0 0 33 52 1 0 0 0 0 34 23 1 1 0 0 0 34 38 1 0 0 0 0 34 48 1 0 0 0 0 35 24 1 1 0 0 0 35 39 1 0 0 0 0 35 47 1 0 0 0 0 36 45 2 3 0 0 0 36 53 1 0 0 0 0 37 47 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 48 2 3 0 0 0 39 56 1 0 0 0 0 40 49 1 0 0 0 0 40 57 2 0 0 0 0 41 59 1 0 0 0 0 41 60 1 0 0 0 0 42 61 1 0 0 0 0 43 62 1 0 0 0 0 50 63 1 0 0 0 0 51 64 1 0 0 0 0 52 65 1 0 0 0 0 53 66 1 0 0 0 0 54 67 1 0 0 0 0 55 68 1 0 0 0 0 56 69 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB014463
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	829.45
ALogP	-3.7902
MLogP	3.88
XLogP	2.871
HDA	17
HBD	10
Rotatable Bonds	28
TPSA	314.68
RO5 Violation	3