NPASS drugs

Drug Information

Drug ID:	NPD8488
Drug Name:
Molecular Formula:	C47H58N12O6
Canonical SMILES:	NCCCC[C@@H](C(=N)O)N=C([C@H](N=C([C@H](Cc1c[nH]c2c1cccc2)N=C([C@@H](N=C([C@@H](Cc1c(C)[nH]c2c1cccc2)N=C([C@H](Cc1cnc[nH]1)N)O)O)C)O)O)Cc1ccccc1)O
Standard InCHI:	"InChI=1S/C47H58N12O6/c1-27-34(33-15-7-9-17-37(33)54-27)23-41(58-44(62)35(49)22-31-25-51-26-53-31)45(63)55-28(2)43(61)57-40(21-30-24-52-36-16-8-6-14-32(30)36)47(65)59-39(20-29-12-4-3-5-13-29)46(64)56-38(42(50)60)18-10-11-19-48/h3-9,12-17,24-26,28,35,38-41,52,54H,10-11,18-23,48-49H2,1-2H3,(H2,50,60)(H,51,53)(H,55,63)(H,56,64)(H,57,61)(H,58,62)(H,59,65)/t28-,35-,38-,39+,40-,41+/m0/s1"
Standard InCHIKey:	RVWNMGKSNGWLOL-GIIHNPQRSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8488

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	140608
0.1-0.2	66885
0.2-0.3	3991
0.3-0.4	216
0.4-0.5	30
0.5-0.6	10
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	0.5217	NPC234647
Remote Similarity	0.5122	NPC479572
Remote Similarity	0.5122	NPC479568
Remote Similarity	0.5122	NPC479573
Remote Similarity	0.5122	NPC479566
Remote Similarity	0.5122	NPC479567
Remote Similarity	0.5122	NPC479569
Remote Similarity	0.5122	NPC479571
Remote Similarity	0.5081	NPC479570
Remote Similarity	0.5074	NPC89146

Drug Structure

NPD8488 OpenBabel08211713032D 79 84 0 0 1 0 0 0 0 0999 V2000 -1.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2872 -2.7770 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.8763 -0.6361 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.1853 -1.5871 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8981 -0.4282 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8986 -1.3975 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8986 -0.3975 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1487 -6.2539 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4577 -7.2050 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5162 -2.3303 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2290 -1.1713 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7646 -1.8975 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 -1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7646 0.1025 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8178 -5.5108 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7885 -7.9481 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8689 -2.8655 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8907 -2.6576 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2946 -2.6885 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 -2.5691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1695 -0.8975 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0158 -3.1497 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6740 -1.6716 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5962 -3.7281 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.5380 -2.1224 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5817 -1.7065 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2727 -2.4806 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6307 -1.3975 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.6180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9855 -3.6396 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.6307 -0.3975 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7959 -5.7187 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.1779 -3.8166 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.2216 -3.4007 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.3601 -3.3122 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -7.1050 -6.6697 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5743 -3.9360 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0074 -3.8475 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0511 -4.2633 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1561 -4.0245 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5306 -4.3518 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0976 -8.8992 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.6547 -4.3827 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -8.0831 -6.8776 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.8819 -2.6497 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.5817 -0.0885 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.6794 -1.5670 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 -0.9271 -4.4712 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -7.4651 -4.9755 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.2435 -3.1928 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.3383 -3.1043 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.5088 -4.5597 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.4358 -7.4129 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.8833 -4.8870 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6984 -4.7985 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7202 -5.0064 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.8252 -3.2813 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.8615 -5.0949 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0757 -9.1071 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.4284 -9.6423 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.6328 -4.1748 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3457 -5.3338 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.7522 -6.1345 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.8907 0.8626 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.1794 -0.7010 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 0.9511 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.7448 -8.3639 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.2142 -5.6302 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3675 -5.5417 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4112 -5.9575 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.8033 -3.4892 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.1705 -6.0460 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 27 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 12 1 0 0 0 0 5 13 2 0 0 0 0 6 8 2 0 0 0 0 6 14 1 0 0 0 0 7 9 2 0 0 0 0 7 15 1 0 0 0 0 8 16 1 0 0 0 0 9 17 1 0 0 0 0 10 11 1 0 0 0 0 10 18 1 0 0 0 0 11 19 1 0 0 0 0 12 29 2 0 0 0 0 13 29 1 0 0 0 0 14 32 2 0 0 0 0 15 33 2 0 0 0 0 16 36 2 0 0 0 0 17 37 2 0 0 0 0 19 48 1 0 0 0 0 20 29 1 0 0 0 0 21 30 1 0 0 0 0 22 31 1 0 0 0 0 23 34 1 0 0 0 0 24 30 2 0 0 0 0 24 52 1 0 0 0 0 25 31 2 0 0 0 0 25 51 1 0 0 0 0 26 51 2 0 0 0 0 26 53 1 0 0 0 0 27 34 2 0 0 0 0 27 54 1 0 0 0 0 28 2 1 6 0 0 0 28 43 1 0 0 0 0 28 55 1 0 0 0 0 30 32 1 0 0 0 0 31 53 1 0 0 0 0 32 36 1 0 0 0 0 33 34 1 0 0 0 0 33 37 1 0 0 0 0 35 22 1 6 0 0 0 35 44 1 0 0 0 0 35 49 1 0 0 0 0 36 52 1 0 0 0 0 37 54 1 0 0 0 0 38 18 1 1 0 0 0 38 42 1 0 0 0 0 38 56 1 0 0 0 0 39 20 1 1 0 0 0 39 46 1 0 0 0 0 39 59 1 0 0 0 0 40 21 1 6 0 0 0 40 47 1 0 0 0 0 40 57 1 0 0 0 0 41 23 1 1 0 0 0 41 45 1 0 0 0 0 41 58 1 0 0 0 0 42 50 2 0 0 0 0 42 60 1 0 0 0 0 43 57 2 3 0 0 0 43 61 1 0 0 0 0 44 58 2 3 0 0 0 44 62 1 0 0 0 0 45 55 2 3 0 0 0 45 63 1 0 0 0 0 46 56 2 3 0 0 0 46 64 1 0 0 0 0 47 59 2 3 0 0 0 47 65 1 0 0 0 0 48 66 1 0 0 0 0 48 67 1 0 0 0 0 49 68 1 0 0 0 0 49 69 1 0 0 0 0 50 70 1 0 0 0 0 52 71 1 0 0 0 0 53 72 1 0 0 0 0 54 73 1 0 0 0 0 60 74 1 0 0 0 0 61 75 1 0 0 0 0 62 76 1 0 0 0 0 63 77 1 0 0 0 0 64 78 1 0 0 0 0 65 79 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB010708
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6918297
ChEBI
CAS Number

Drug Properties

Molecular Weight	886.46
ALogP	-4.112
MLogP	4.65
XLogP	6.193
HDA	18
HBD	12
Rotatable Bonds	33
TPSA	319.33
RO5 Violation	4