NPASS drugs

Drug Information

Drug ID:	NPD7025
Drug Name:	lurtotecan
Molecular Formula:	C28H30N4O6
Canonical SMILES:	CC[C@@]1(O)C(=O)OCc2c1cc1c3nc4cc5OCCOc5cc4c(c3Cn1c2=O)CN1CCN(CC1)C
Standard InCHI:	"InChI=1S/C28H30N4O6/c1-3-28(35)20-11-22-25-18(14-32(22)26(33)19(20)15-38-27(28)34)17(13-31-6-4-30(2)5-7-31)16-10-23-24(12-21(16)29-25)37-9-8-36-23/h10-12,35H,3-9,13-15H2,1-2H3/t28-/m0/s1"
Standard InCHIKey:	RVFGKBWWUQOIOU-NDEPHWFRSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD7025

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	94321
0.1-0.2	116657
0.2-0.3	736
0.3-0.4	5
0.4-0.5	8
0.5-0.6	11
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	0.5354	NPC276661
Remote Similarity	0.5354	NPC599818
Remote Similarity	0.5258	NPC106338
Remote Similarity	0.5258	NPC303320
Remote Similarity	0.5258	NPC541875
Remote Similarity	0.5258	NPC608071
Remote Similarity	0.5152	NPC128115
Remote Similarity	0.5152	NPC42856
Remote Similarity	0.5088	NPC197381
Remote Similarity	0.5051	NPC192674
Remote Similarity	0.5051	NPC599867

Drug Structure

NPD7025 OpenBabel08211711352D 39 45 0 0 1 0 0 0 0 0999 V2000 -2.3860 2.3569 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.0963 -3.7644 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3600 2.3567 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.4117 -3.5877 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.4071 -2.2172 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6205 -3.0131 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6158 -1.6425 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.1676 0.0020 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.1674 0.9806 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6253 -0.4878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5415 1.4681 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6250 1.4694 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9312 -1.4658 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2367 -0.4882 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8476 -0.4891 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7778 0.0014 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9310 -0.4878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0835 0.0010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6949 0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6947 0.9789 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7776 0.9799 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3890 0.9792 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.4727 0.0017 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.4725 0.9802 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0833 0.9796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5419 -0.4885 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0002 0.9786 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8472 1.4680 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.9306 1.4688 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -8.3051 -3.1898 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.7225 -2.0404 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.3892 0.0007 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5420 -1.4885 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8888 1.4914 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3340 2.3564 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.3203 -0.4874 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.3199 1.4697 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8468 3.2451 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 30 1 0 0 0 0 4 6 1 0 0 0 0 4 30 1 0 0 0 0 5 7 1 0 0 0 0 5 30 1 0 0 0 0 6 31 1 0 0 0 0 7 31 1 0 0 0 0 8 9 1 0 0 0 0 8 36 1 0 0 0 0 9 37 1 0 0 0 0 10 16 2 0 0 0 0 10 23 1 0 0 0 0 11 20 1 0 0 0 0 11 22 2 0 0 0 0 12 21 2 0 0 0 0 12 24 1 0 0 0 0 13 17 1 0 0 0 0 13 31 1 0 0 0 0 14 18 1 0 0 0 0 14 32 1 0 0 0 0 15 19 1 0 0 0 0 15 38 1 0 0 0 0 16 17 1 0 0 0 0 16 21 1 0 0 0 0 17 18 2 0 0 0 0 18 25 1 0 0 0 0 19 20 2 0 0 0 0 19 26 1 0 0 0 0 20 28 1 0 0 0 0 21 29 1 0 0 0 0 22 25 1 0 0 0 0 22 32 1 0 0 0 0 23 24 2 0 0 0 0 23 36 1 0 0 0 0 24 37 1 0 0 0 0 25 29 2 0 0 0 0 26 32 1 0 0 0 0 26 33 2 0 0 0 0 27 28 1 0 0 0 0 27 34 2 0 0 0 0 27 38 1 0 0 0 0 28 3 1 1 0 0 0 28 35 1 0 0 0 0 35 39 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB000131; DIB000021
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	60956
ChEBI
CAS Number

Drug Properties

Molecular Weight	518.22
ALogP	-1.6853
MLogP	3.44
XLogP	0.009
HDA	8
HBD	1
Rotatable Bonds	6
TPSA	104.67
RO5 Violation	0