NPASS drugs

Drug Information

Drug ID:	NPD8121
Drug Name:	Tirilazad
Molecular Formula:	C38H52N6O2
Canonical SMILES:	O=C1C=C[C@]2(C(=C1)CC[C@@H]1C2=CC[C@]2([C@H]1CC([C@@H]2C(=O)CN1CCN(CC1)c1cc(nc(n1)N1CCCC1)N1CCCC1)C)C)C
Standard InCHI:	InChI=1S/C38H52N6O2/c1-26-22-31-29-9-8-27-23-28(45)10-12-37(27,2)30(29)11-13-38(31,3)35(26)32(46)25-41-18-20-43(21-19-41)34-24-33(42-14-4-5-15-42)39-36(40-34)44-16-6-7-17-44/h10-12,23-24,26,29,31,35H,4-9,13-22,25H2,1-3H3/t26?,29-,31+,35-,37+,38+/m1/s1
Standard InCHIKey:	RBKASMJPSJDQKY-RUBPLPFUSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD8121

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	316
0.1-0.2	1620
0.2-0.3	15787
0.3-0.4	10437
0.4-0.5	2449
0.5-0.6	259
0.6-0.7	19
0.7-0.8	3
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
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

Similarity Level	Similarity Score	Natural Product ID
Intermediate Similarity	0.7353	NPC472832
Intermediate Similarity	0.7353	NPC18308
Intermediate Similarity	0.7176	NPC472833
Remote Similarity	0.6588	NPC476521
Remote Similarity	0.6529	NPC476520
Remote Similarity	0.6529	NPC476013
Remote Similarity	0.6529	NPC476522
Remote Similarity	0.6529	NPC474986
Remote Similarity	0.6374	NPC476528
Remote Similarity	0.6374	NPC476433
Remote Similarity	0.6353	NPC470266
Remote Similarity	0.6322	NPC476408
Remote Similarity	0.6294	NPC296437
Remote Similarity	0.6257	NPC167285
Remote Similarity	0.6257	NPC472834
Remote Similarity	0.6257	NPC76544
Remote Similarity	0.6257	NPC226184
Remote Similarity	0.6243	NPC164845
Remote Similarity	0.6146	NPC473585
Remote Similarity	0.6103	NPC477118
Remote Similarity	0.6102	NPC244700
Remote Similarity	0.6071	NPC477120
Remote Similarity	0.5859	NPC265111
Remote Similarity	0.5816	NPC477042
Remote Similarity	0.5795	NPC477119
Remote Similarity	0.576	NPC267811
Remote Similarity	0.5755	NPC116555
Remote Similarity	0.5754	NPC89139
Remote Similarity	0.57	NPC476341
Remote Similarity	0.5698	NPC217656
Remote Similarity	0.561	NPC471386

Drug Structure

NPD8121 OpenBabel08211713002D 46 53 0 0 1 0 0 0 0 0999 V2000 3.5156 5.6116 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9232 1.6378 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3667 3.1155 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2623 -3.8788 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3637 -4.2782 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1129 -1.0217 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0095 -0.0438 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6597 3.6239 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8073 4.1164 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6583 0.6718 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1023 2.1484 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8062 1.1637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2500 2.6409 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1601 -2.9007 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7061 -3.5471 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2148 -1.4222 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0476 0.1601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2226 1.0450 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0837 2.3114 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4914 0.3874 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3525 1.6538 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2509 5.5927 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5115 2.1476 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3773 -1.0019 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7499 2.6645 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3988 5.1011 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 8.6594 2.6395 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5109 1.1637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9547 3.6244 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.9544 2.6400 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1024 4.1169 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.5460 3.6265 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7989 -1.7972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9779 -0.1034 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3979 4.1177 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.5785 -0.7952 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8068 2.1476 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.2502 3.6253 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.1790 -1.6938 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 3.0187 2.0070 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.1983 -2.6957 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.5564 0.6918 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.5564 -0.6918 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 10.3941 0.6533 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.6109 3.9310 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 26 1 0 0 0 0 4 5 1 0 0 0 0 4 14 1 0 0 0 0 5 15 1 0 0 0 0 6 7 1 0 0 0 0 6 16 1 0 0 0 0 7 17 1 0 0 0 0 8 9 1 0 0 0 0 8 27 1 0 0 0 0 10 12 2 0 0 0 0 10 28 1 0 0 0 0 11 13 1 0 0 0 0 11 30 2 0 0 0 0 12 37 1 0 0 0 0 13 38 1 0 0 0 0 14 42 1 0 0 0 0 15 42 1 0 0 0 0 16 44 1 0 0 0 0 17 44 1 0 0 0 0 18 20 1 0 0 0 0 18 41 1 0 0 0 0 19 21 1 0 0 0 0 19 41 1 0 0 0 0 20 43 1 0 0 0 0 21 43 1 0 0 0 0 22 26 1 0 0 0 0 22 31 1 0 0 0 0 23 27 2 0 0 0 0 23 28 1 0 0 0 0 24 33 2 0 0 0 0 24 34 1 0 0 0 0 25 32 1 0 0 0 0 25 41 1 0 0 0 0 26 35 1 0 0 0 0 27 37 1 0 0 0 0 28 45 2 0 0 0 0 29 9 1 6 0 0 0 29 30 1 0 0 0 0 29 31 1 0 0 0 0 30 37 1 0 0 0 0 31 38 1 1 0 0 0 32 35 1 0 0 0 0 32 46 2 0 0 0 0 33 39 1 0 0 0 0 33 42 1 0 0 0 0 34 40 2 0 0 0 0 34 43 1 0 0 0 0 35 38 1 1 0 0 0 36 39 2 0 0 0 0 36 40 1 0 0 0 0 36 44 1 0 0 0 0 37 2 1 1 0 0 0 38 3 1 1 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	624.42
ALogP	0.2291
MLogP	4.76
XLogP	5.975
HDA	8
HBD	0
Rotatable Bonds	9
TPSA	72.88
RO5 Violation	1